diff --git a/.gitignore b/.gitignore
index 9cd8b8ec..1a5c7519 100644
--- a/.gitignore
+++ b/.gitignore
@@ -15,6 +15,7 @@
 .npm-cache/
 reports
 reports/*
+config/*.pem
 
 # Docker Services Data (Volumes)
 postgres_data/
diff --git a/adminfront/NAVERWORKS_member_add_sample_English.csv b/adminfront/NAVERWORKS_member_add_sample_English.csv
new file mode 100644
index 00000000..aaffce7d
--- /dev/null
+++ b/adminfront/NAVERWORKS_member_add_sample_English.csv
@@ -0,0 +1,3 @@
+"LastName","FirstName","ID","Personal email","Sub email","Nickname","User type","Level","Organization","Position","CompanyMainPhone","Mobile/Country code","Mobile/Numbers","Language","Responsibilities","Workplace","SNS","SNS_ID","Birthday (solar, lunar)","Birthday","Entry Date","Employee number","Account activation time"
+"Doe","John","john.doe","john@naver.com","john1@company.com; john2@company.com","John","Permanent Employee","Manager","org.1|org.2|org.3|myteam","Manager","02-0000-0000","+1","9144812222","English","Sales management","New York","Facebook","john","solar","19830415","20230415","AB001","20230415 08:00"
+"Doe","Eric","eric.doe","eric@naver.com","eric2@company.com","Eric","Contract Employee","Manager","org.1|org.2|org.3|org.4|myteam","Manager","02-1234-0000","+1","9765412345","Japanese","General affairs","New York","Facebook","Eric","lunar","19840704","20240704","AB002","20240704 14:00"
diff --git a/adminfront/seed-tenant.csv b/adminfront/seed-tenant.csv
index 7df8c628..f774259a 100644
--- a/adminfront/seed-tenant.csv
+++ b/adminfront/seed-tenant.csv
@@ -1,3 +1,11 @@
-name,type,parent_tenant_slug,slug,memo,email_domain
-한맥가족,COMPANY_GROUP,,hanmac-family,한맥가족 기본 루트 테넌트,
-Personal,PERSONAL,,personal,개인 사용자 기본 루트 테넌트,
+id,name,type,parent_tenant_slug,slug,memo,email_domain
+038326b6-954a-48a7-a85f-efd83f62b82a,한맥가족,COMPANY_GROUP,,hanmac-family,한맥가족 기본 루트 테넌트,
+9caf62e1-297d-4e8f-870b-61780998bbeb,삼안,COMPANY,hanmac-family,saman,네이버웍스 삼안 SAMAN_DOMAIN_ID, samaneng.com
+369c1843-56af-4344-9c21-0e01197ab861,한맥기술,COMPANY,hanmac-family,hanmac,네이버웍스 한맥 HANMAC_DOMAIN_ID, hanmaceng.co.kr
+5530ca6e-c5e6-4bf0-84d6-76c6a8fb70ee,총괄기획&기술개발센터,COMPANY,hanmac-family,gpdtdc,네이버웍스 총괄기획&기술개발센터 GPDTDC_DOMAIN_ID, baroncs.co.kr
+96369f12-6b66-4b2a-a916-d1c99d326f02,바론그룹,COMPANY_GROUP,hanmac-family,baron-group,네이버웍스 바론그룹 BARONGROUP_DOMAIN_ID,
+c18a8284-0008-48aa-9cdf-9f47ab79a2a9,(주)장헌,COMPANY,baron-group,jangheon,,jangheon.com
+b2fcf17f-7085-4bfe-9663-d8a2f2f4b2d6,장헌산업,COMPANY,baron-group,jangheon-sanup,,jangheon.co.kr
+5a03efd2-e62f-4243-800d-58334bf48b2f,한라산업개발,COMPANY,baron-group,hanlla,,hanllasanup.co.kr
+e57cb22c-383e-4489-8c2f-0c5431917e86,(주)피티씨,COMPANY,baron-group,ptc,,pre-cast.co.kr
+9607eb7b-04d2-42ab-80fe-780fe21c7e8f,Personal,PERSONAL,,personal,개인 사용자 기본 루트 테넌트,
diff --git a/adminfront/src/app/routes.tsx b/adminfront/src/app/routes.tsx
index 55e19ab8..335a6fde 100644
--- a/adminfront/src/app/routes.tsx
+++ b/adminfront/src/app/routes.tsx
@@ -13,6 +13,7 @@ import TenantDetailPage from "../features/tenants/routes/TenantDetailPage";
 import TenantListPage from "../features/tenants/routes/TenantListPage";
 import { TenantProfilePage } from "../features/tenants/routes/TenantProfilePage";
 import { TenantSchemaPage } from "../features/tenants/routes/TenantSchemaPage";
+import { TenantWorksmobilePage } from "../features/tenants/routes/TenantWorksmobilePage";
 import TenantUserGroupsTab from "../features/user-groups/routes/TenantUserGroupsTab";
 import { UserGroupDetailPage } from "../features/user-groups/routes/UserGroupDetailPage";
 import UserCreatePage from "../features/users/UserCreatePage";
@@ -49,6 +50,7 @@ export const router = createBrowserRouter(
             { path: "permissions", element: <TenantAdminsAndOwnersTab /> },
             { path: "organization", element: <TenantUserGroupsTab /> },
             { path: "schema", element: <TenantSchemaPage /> },
+            { path: "worksmobile", element: <TenantWorksmobilePage /> },
           ],
         },
         {
diff --git a/adminfront/src/features/tenants/routes/TenantCreatePage.tsx b/adminfront/src/features/tenants/routes/TenantCreatePage.tsx
index bddfa350..b95fc44a 100644
--- a/adminfront/src/features/tenants/routes/TenantCreatePage.tsx
+++ b/adminfront/src/features/tenants/routes/TenantCreatePage.tsx
@@ -18,8 +18,8 @@ import { createTenant, fetchTenants } from "../../../lib/adminApi";
 import { t } from "../../../lib/i18n";
 import { DomainTagInput } from "../components/DomainTagInput";
 import {
-  formatDomainConflictMessage,
   type ServerDomainConflict,
+  formatDomainConflictMessage,
 } from "../utils/domainTags";
 
 function TenantCreatePage() {
@@ -151,6 +151,12 @@ function TenantCreatePage() {
                     "COMPANY_GROUP (그룹사/지주사)",
                   )}
                 </option>
+                <option value="ORGANIZATION">
+                  {t(
+                    "domain.tenant_type.organization",
+                    "ORGANIZATION (정규 조직)",
+                  )}
+                </option>
                 <option value="USER_GROUP">
                   {t(
                     "domain.tenant_type.user_group",
diff --git a/adminfront/src/features/tenants/routes/TenantDetailPage.test.ts b/adminfront/src/features/tenants/routes/TenantDetailPage.test.ts
new file mode 100644
index 00000000..4ee15345
--- /dev/null
+++ b/adminfront/src/features/tenants/routes/TenantDetailPage.test.ts
@@ -0,0 +1,30 @@
+import { describe, expect, it } from "vitest";
+import { canShowWorksmobileEntry } from "./TenantDetailPage";
+
+describe("TenantDetailPage Worksmobile entry visibility", () => {
+  it("shows Worksmobile entry only for hanmac-family root tenant", () => {
+    expect(
+      canShowWorksmobileEntry({
+        id: "hanmac-family-id",
+        slug: "hanmac-family",
+        parentId: undefined,
+      }),
+    ).toBe(true);
+
+    expect(
+      canShowWorksmobileEntry({
+        id: "hanmac-child-id",
+        slug: "hanmac-family",
+        parentId: "root-id",
+      }),
+    ).toBe(false);
+
+    expect(
+      canShowWorksmobileEntry({
+        id: "other-id",
+        slug: "other",
+        parentId: undefined,
+      }),
+    ).toBe(false);
+  });
+});
diff --git a/adminfront/src/features/tenants/routes/TenantDetailPage.tsx b/adminfront/src/features/tenants/routes/TenantDetailPage.tsx
index 97714c8c..1099bc84 100644
--- a/adminfront/src/features/tenants/routes/TenantDetailPage.tsx
+++ b/adminfront/src/features/tenants/routes/TenantDetailPage.tsx
@@ -1,10 +1,17 @@
 import { useQuery } from "@tanstack/react-query";
-import { ArrowLeft } from "lucide-react";
 import { Link, Outlet, useLocation, useParams } from "react-router-dom";
 import { Badge } from "../../../components/ui/badge";
 import { fetchMe, fetchTenant } from "../../../lib/adminApi";
 import { t } from "../../../lib/i18n";
 
+export function canShowWorksmobileEntry(tenant?: {
+  id?: string;
+  slug?: string;
+  parentId?: string | null;
+}) {
+  return tenant?.slug === "hanmac-family" && !tenant.parentId;
+}
+
 function TenantDetailPage() {
   const params = useParams<{ tenantId: string }>();
   const tenantId = params.tenantId ?? "";
@@ -23,9 +30,11 @@ function TenantDetailPage() {
 
   const canAccessSchema =
     profile?.role === "super_admin" || profile?.role === "tenant_admin";
+  const showWorksmobileEntry = canShowWorksmobileEntry(tenantQuery.data);
 
   const isPermissionsTab = location.pathname.includes("/permissions");
   const isOrganizationTab = location.pathname.includes("/organization");
+  const isWorksmobileTab = location.pathname.includes("/worksmobile");
 
   return (
     <div className="space-y-8">
@@ -51,6 +60,7 @@ function TenantDetailPage() {
           className={`px-6 py-3 text-sm font-medium transition-colors relative ${
             !isPermissionsTab &&
             !location.pathname.includes("/schema") &&
+            !isWorksmobileTab &&
             !isOrganizationTab
               ? "text-primary border-b-2 border-primary"
               : "text-muted-foreground hover:text-foreground"
@@ -90,6 +100,18 @@ function TenantDetailPage() {
             {t("ui.admin.tenants.detail.tab_schema", "사용자 스키마")}
           </Link>
         )}
+        {showWorksmobileEntry && (
+          <Link
+            to={`/tenants/${tenantId}/worksmobile`}
+            className={`px-6 py-3 text-sm font-medium transition-colors relative ${
+              isWorksmobileTab
+                ? "text-primary border-b-2 border-primary"
+                : "text-muted-foreground hover:text-foreground"
+            }`}
+          >
+            {t("ui.admin.tenants.detail.tab_worksmobile", "Worksmobile")}
+          </Link>
+        )}
       </div>
 
       {/* Outlet for nested routes */}
diff --git a/adminfront/src/features/tenants/routes/TenantDetailPage.worksmobile.test.tsx b/adminfront/src/features/tenants/routes/TenantDetailPage.worksmobile.test.tsx
new file mode 100644
index 00000000..8bff6fa2
--- /dev/null
+++ b/adminfront/src/features/tenants/routes/TenantDetailPage.worksmobile.test.tsx
@@ -0,0 +1,57 @@
+import { QueryClient, QueryClientProvider } from "@tanstack/react-query";
+import { render, screen } from "@testing-library/react";
+import { MemoryRouter, Route, Routes } from "react-router-dom";
+import { beforeEach, describe, expect, it, vi } from "vitest";
+import TenantDetailPage from "./TenantDetailPage";
+
+vi.mock("../../../lib/adminApi", () => ({
+  fetchMe: vi.fn(async () => ({ role: "super_admin" })),
+  fetchTenant: vi.fn(async () => ({
+    id: "hanmac-family-id",
+    name: "한맥 가족",
+    slug: "hanmac-family",
+    parentId: null,
+  })),
+}));
+
+function renderTenantDetailPage() {
+  const queryClient = new QueryClient({
+    defaultOptions: {
+      queries: {
+        retry: false,
+      },
+    },
+  });
+
+  return render(
+    <QueryClientProvider client={queryClient}>
+      <MemoryRouter initialEntries={["/tenants/hanmac-family-id"]}>
+        <Routes>
+          <Route path="/tenants/:tenantId/*" element={<TenantDetailPage />}>
+            <Route index element={<div>profile</div>} />
+            <Route path="worksmobile" element={<div>worksmobile</div>} />
+          </Route>
+        </Routes>
+      </MemoryRouter>
+    </QueryClientProvider>,
+  );
+}
+
+describe("TenantDetailPage Worksmobile navigation", () => {
+  beforeEach(() => {
+    vi.clearAllMocks();
+  });
+
+  it("opens Worksmobile management in the current admin route", async () => {
+    renderTenantDetailPage();
+
+    const link = await screen.findByRole("link", { name: /Worksmobile/i });
+
+    expect(link).toHaveAttribute(
+      "href",
+      "/tenants/hanmac-family-id/worksmobile",
+    );
+    expect(link).not.toHaveAttribute("target");
+    expect(link).not.toHaveAttribute("rel");
+  });
+});
diff --git a/adminfront/src/features/tenants/routes/TenantProfilePage.tsx b/adminfront/src/features/tenants/routes/TenantProfilePage.tsx
index 9bcfbe15..d67c3214 100644
--- a/adminfront/src/features/tenants/routes/TenantProfilePage.tsx
+++ b/adminfront/src/features/tenants/routes/TenantProfilePage.tsx
@@ -25,8 +25,8 @@ import {
 import { t } from "../../../lib/i18n";
 import { DomainTagInput } from "../components/DomainTagInput";
 import {
-  formatDomainConflictMessage,
   type ServerDomainConflict,
+  formatDomainConflictMessage,
 } from "../utils/domainTags";
 import { isSeedTenant } from "../utils/protectedTenants";
 
@@ -230,6 +230,12 @@ export function TenantProfilePage() {
                   "COMPANY_GROUP (그룹사/지주사)",
                 )}
               </option>
+              <option value="ORGANIZATION">
+                {t(
+                  "domain.tenant_type.organization",
+                  "ORGANIZATION (정규 조직)",
+                )}
+              </option>
               <option value="USER_GROUP">
                 {t(
                   "domain.tenant_type.user_group",
diff --git a/adminfront/src/features/tenants/routes/TenantWorksmobilePage.test.ts b/adminfront/src/features/tenants/routes/TenantWorksmobilePage.test.ts
new file mode 100644
index 00000000..31a8c590
--- /dev/null
+++ b/adminfront/src/features/tenants/routes/TenantWorksmobilePage.test.ts
@@ -0,0 +1,152 @@
+import { describe, expect, it } from "vitest";
+import {
+  canCreateWorksmobileRow,
+  filterWorksmobileComparisonRows,
+  formatWorksmobileOrgDetails,
+  formatWorksmobilePersonName,
+  getWorksmobileComparisonStatusLabel,
+  summarizeWorksmobileComparison,
+  userFilterOptions,
+} from "./TenantWorksmobilePage";
+
+describe("TenantWorksmobilePage comparison helpers", () => {
+  it("summarizes comparison rows by status", () => {
+    const summary = summarizeWorksmobileComparison([
+      { resourceType: "USER", status: "matched" },
+      { resourceType: "USER", status: "missing_in_worksmobile" },
+      { resourceType: "USER", status: "missing_in_baron" },
+      { resourceType: "USER", status: "missing_external_key" },
+      { resourceType: "USER", status: "missing_in_baron" },
+    ]);
+
+    expect(summary).toEqual({
+      total: 5,
+      matched: 1,
+      missingInWorksmobile: 1,
+      missingInBaron: 2,
+      missingExternalKey: 1,
+    });
+  });
+
+  it("returns Korean labels for known comparison statuses", () => {
+    expect(getWorksmobileComparisonStatusLabel("matched")).toBe("일치");
+    expect(getWorksmobileComparisonStatusLabel("missing_in_worksmobile")).toBe(
+      "WORKS 없음",
+    );
+    expect(getWorksmobileComparisonStatusLabel("missing_in_baron")).toBe(
+      "Baron 없음",
+    );
+    expect(getWorksmobileComparisonStatusLabel("missing_external_key")).toBe(
+      "ex_key 없음",
+    );
+    expect(getWorksmobileComparisonStatusLabel("unknown_status")).toBe(
+      "unknown_status",
+    );
+  });
+
+  it("allows WORKS creation only for Baron rows missing in WORKS", () => {
+    expect(
+      canCreateWorksmobileRow({
+        resourceType: "USER",
+        status: "missing_in_worksmobile",
+        baronId: "user-1",
+      }),
+    ).toBe(true);
+
+    expect(
+      canCreateWorksmobileRow({
+        resourceType: "USER",
+        status: "missing_in_worksmobile",
+      }),
+    ).toBe(false);
+
+    expect(
+      canCreateWorksmobileRow({
+        resourceType: "USER",
+        status: "missing_in_baron",
+        worksmobileId: "works-user-1",
+      }),
+    ).toBe(false);
+  });
+
+  it("filters user comparison rows by selected relationship", () => {
+    const rows = [
+      {
+        resourceType: "USER",
+        status: "missing_in_worksmobile",
+        baronId: "baron-only",
+        baronName: "Baron only",
+      },
+      {
+        resourceType: "USER",
+        status: "missing_in_baron",
+        worksmobileId: "works-only",
+        worksmobileName: "WORKS only",
+      },
+      {
+        resourceType: "USER",
+        status: "matched",
+        baronId: "matched",
+        worksmobileId: "works-matched",
+      },
+      {
+        resourceType: "USER",
+        status: "missing_external_key",
+        worksmobileId: "missing-external-key",
+      },
+    ];
+
+    expect(filterWorksmobileComparisonRows(rows, ["baron_only"])).toEqual([
+      rows[0],
+    ]);
+    expect(filterWorksmobileComparisonRows(rows, ["works_only"])).toEqual([
+      rows[1],
+      rows[3],
+    ]);
+    expect(filterWorksmobileComparisonRows(rows, ["matched"])).toEqual([
+      rows[2],
+    ]);
+    expect(
+      filterWorksmobileComparisonRows(rows, ["baron_only", "works_only"]),
+    ).toEqual([rows[0], rows[1], rows[3]]);
+    expect(filterWorksmobileComparisonRows(rows, [])).toEqual(rows);
+    expect(
+      filterWorksmobileComparisonRows(rows, [
+        "baron_only",
+        "works_only",
+        "matched",
+      ]),
+    ).toEqual(rows);
+  });
+
+  it("orders user comparison filter options from Baron-only first", () => {
+    expect(userFilterOptions.map((option) => option.value)).toEqual([
+      "baron_only",
+      "works_only",
+      "matched",
+    ]);
+  });
+
+  it("formats WORKS account name with level on one line", () => {
+    expect(
+      formatWorksmobilePersonName({
+        resourceType: "USER",
+        status: "matched",
+        worksmobileName: "홍길동",
+        worksmobileLevelName: "책임",
+      }),
+    ).toBe("홍길동 책임");
+  });
+
+  it("formats WORKS organization details with task and manager status", () => {
+    expect(
+      formatWorksmobileOrgDetails({
+        resourceType: "USER",
+        status: "matched",
+        worksmobileTask: "기술검토",
+        worksmobilePrimaryOrgPositionName: "팀장",
+        worksmobilePrimaryOrgIsManager: true,
+      }),
+    ).toEqual(["직책 팀장", "직무 기술검토", "조직장"]);
+  });
+});
diff --git a/adminfront/src/features/tenants/routes/TenantWorksmobilePage.tsx b/adminfront/src/features/tenants/routes/TenantWorksmobilePage.tsx
new file mode 100644
index 00000000..9710e14d
--- /dev/null
+++ b/adminfront/src/features/tenants/routes/TenantWorksmobilePage.tsx
@@ -0,0 +1,854 @@
+import { useMutation, useQuery } from "@tanstack/react-query";
+import { Download, RefreshCw, RotateCcw } from "lucide-react";
+import * as React from "react";
+import { useParams } from "react-router-dom";
+import { Badge } from "../../../components/ui/badge";
+import { Button } from "../../../components/ui/button";
+import {
+  Card,
+  CardContent,
+  CardDescription,
+  CardHeader,
+  CardTitle,
+} from "../../../components/ui/card";
+import { Checkbox } from "../../../components/ui/checkbox";
+import { Input } from "../../../components/ui/input";
+import {
+  Table,
+  TableBody,
+  TableCell,
+  TableHead,
+  TableHeader,
+  TableRow,
+} from "../../../components/ui/table";
+import { toast } from "../../../components/ui/use-toast";
+import {
+  type WorksmobileComparisonItem,
+  downloadWorksmobileInitialPasswordsCSV,
+  enqueueWorksmobileBackfillDryRun,
+  enqueueWorksmobileOrgUnitSync,
+  enqueueWorksmobileUserSync,
+  fetchWorksmobileComparison,
+  fetchWorksmobileOverview,
+  retryWorksmobileJob,
+} from "../../../lib/adminApi";
+import { t } from "../../../lib/i18n";
+
+export type WorksmobileComparisonFilter =
+  | "works_only"
+  | "baron_only"
+  | "matched";
+
+export function TenantWorksmobilePage() {
+  const params = useParams<{ tenantId: string }>();
+  const tenantId = params.tenantId ?? "";
+  const [orgUnitId, setOrgUnitId] = React.useState("");
+  const [userId, setUserId] = React.useState("");
+  const [userFilters, setUserFilters] = React.useState<
+    WorksmobileComparisonFilter[]
+  >(["baron_only", "works_only"]);
+  const [selectedUserIds, setSelectedUserIds] = React.useState<string[]>([]);
+  const [selectedGroupIds, setSelectedGroupIds] = React.useState<string[]>([]);
+
+  const overviewQuery = useQuery({
+    queryKey: ["worksmobile", tenantId],
+    queryFn: () => fetchWorksmobileOverview(tenantId),
+    enabled: tenantId.length > 0,
+  });
+
+  const comparisonQuery = useQuery({
+    queryKey: ["worksmobile-comparison", tenantId],
+    queryFn: () => fetchWorksmobileComparison(tenantId, true),
+    enabled: tenantId.length > 0,
+  });
+
+  const dryRunMutation = useMutation({
+    mutationFn: () => enqueueWorksmobileBackfillDryRun(tenantId),
+    onSuccess: () => {
+      toast.success("Backfill Dry-run 작업을 등록했습니다.");
+      overviewQuery.refetch();
+    },
+    onError: (error) => {
+      toast.error("Backfill Dry-run 실패", {
+        description: getErrorMessage(error),
+      });
+    },
+  });
+
+  const retryMutation = useMutation({
+    mutationFn: (jobId: string) => retryWorksmobileJob(tenantId, jobId),
+    onSuccess: () => {
+      toast.success("재시도 작업을 등록했습니다.");
+      overviewQuery.refetch();
+    },
+    onError: (error) => {
+      toast.error("재시도 작업 등록 실패", {
+        description: getErrorMessage(error),
+      });
+    },
+  });
+
+  const initialPasswordDownloadMutation = useMutation({
+    mutationFn: () => downloadWorksmobileInitialPasswordsCSV(tenantId),
+    onSuccess: ({ blob, filename }) => {
+      const url = window.URL.createObjectURL(blob);
+      const link = document.createElement("a");
+      link.href = url;
+      link.download = filename;
+      document.body.appendChild(link);
+      link.click();
+      link.remove();
+      window.URL.revokeObjectURL(url);
+    },
+    onError: (error) => {
+      toast.error("초기 비밀번호 CSV 다운로드 실패", {
+        description: getErrorMessage(error),
+      });
+    },
+  });
+
+  const orgUnitSyncMutation = useMutation({
+    mutationFn: () => enqueueWorksmobileOrgUnitSync(tenantId, orgUnitId.trim()),
+    onSuccess: () => {
+      toast.success("조직 Sync 작업을 등록했습니다.");
+      overviewQuery.refetch();
+    },
+    onError: (error) => {
+      toast.error("조직 Sync 작업 등록 실패", {
+        description: getErrorMessage(error),
+      });
+    },
+  });
+
+  const userSyncMutation = useMutation({
+    mutationFn: () => enqueueWorksmobileUserSync(tenantId, userId.trim()),
+    onSuccess: () => {
+      toast.success("구성원 Sync 작업을 등록했습니다.");
+      overviewQuery.refetch();
+    },
+    onError: (error) => {
+      toast.error("구성원 Sync 작업 등록 실패", {
+        description: getErrorMessage(error),
+      });
+    },
+  });
+
+  const createSelectedMutation = useMutation({
+    mutationFn: async ({
+      resourceKind,
+      ids,
+    }: {
+      resourceKind: "users" | "groups";
+      ids: string[];
+    }) => {
+      for (const id of ids) {
+        if (resourceKind === "users") {
+          await enqueueWorksmobileUserSync(tenantId, id);
+        } else {
+          await enqueueWorksmobileOrgUnitSync(tenantId, id);
+        }
+      }
+      return { resourceKind, count: ids.length };
+    },
+    onSuccess: ({ resourceKind, count }) => {
+      if (resourceKind === "users") {
+        setSelectedUserIds([]);
+      } else {
+        setSelectedGroupIds([]);
+      }
+      toast.success("WORKS 생성 작업을 등록했습니다.", {
+        description: `${count}건`,
+      });
+      overviewQuery.refetch();
+      comparisonQuery.refetch();
+    },
+    onError: (error) => {
+      toast.error("WORKS 생성 작업 등록 실패", {
+        description: getErrorMessage(error),
+      });
+    },
+  });
+
+  if (overviewQuery.isError) {
+    return (
+      <div className="rounded-md border border-destructive/30 bg-destructive/5 p-4 text-sm text-destructive">
+        {t(
+          "ui.admin.tenants.worksmobile.forbidden",
+          "한맥가족 테넌트에서만 Worksmobile 연동을 관리할 수 있습니다.",
+        )}
+      </div>
+    );
+  }
+
+  const overview = overviewQuery.data;
+  const comparisonUsers = comparisonQuery.data?.users ?? [];
+  const comparisonGroups = comparisonQuery.data?.groups ?? [];
+  const filteredComparisonUsers = filterWorksmobileComparisonRows(
+    comparisonUsers,
+    userFilters,
+  );
+  const userSummary = summarizeWorksmobileComparison(comparisonUsers);
+  const groupSummary = summarizeWorksmobileComparison(comparisonGroups);
+  const isCreatingUsers =
+    createSelectedMutation.isPending &&
+    createSelectedMutation.variables?.resourceKind === "users";
+  const isCreatingGroups =
+    createSelectedMutation.isPending &&
+    createSelectedMutation.variables?.resourceKind === "groups";
+  const isRefreshing = overviewQuery.isFetching || comparisonQuery.isFetching;
+
+  return (
+    <div className="space-y-6">
+      <header className="flex flex-wrap items-center justify-between gap-3">
+        <div>
+          <h3 className="text-xl font-semibold">
+            {t("ui.admin.tenants.worksmobile.title", "Worksmobile 연동")}
+          </h3>
+          <p className="text-sm text-muted-foreground">
+            {t(
+              "ui.admin.tenants.worksmobile.subtitle",
+              "한맥가족 Directory 조직/구성원 동기화 상태를 확인하고 실패 작업을 재시도합니다.",
+            )}
+          </p>
+        </div>
+        <div className="flex flex-wrap gap-2">
+          <Button
+            type="button"
+            variant="outline"
+            onClick={() => initialPasswordDownloadMutation.mutate()}
+            disabled={initialPasswordDownloadMutation.isPending}
+          >
+            <Download size={16} />
+            {t(
+              "ui.admin.tenants.worksmobile.initial_password_csv",
+              "초기 비밀번호 CSV",
+            )}
+          </Button>
+          <Button
+            type="button"
+            variant="outline"
+            onClick={() => {
+              overviewQuery.refetch();
+              comparisonQuery.refetch();
+            }}
+            disabled={isRefreshing}
+          >
+            <RefreshCw size={16} />
+            {t("ui.admin.tenants.worksmobile.refresh", "새로고침")}
+          </Button>
+          <Button
+            type="button"
+            onClick={() => dryRunMutation.mutate()}
+            disabled={dryRunMutation.isPending}
+          >
+            <RefreshCw size={16} />
+            {t("ui.admin.tenants.worksmobile.dry_run", "Backfill Dry-run")}
+          </Button>
+        </div>
+      </header>
+
+      <Card>
+        <CardHeader className="flex flex-row items-center justify-between gap-3">
+          <div>
+            <CardTitle className="text-base">
+              {t("ui.admin.tenants.worksmobile.compare", "Baron / Works 비교")}
+            </CardTitle>
+            <CardDescription>
+              {t(
+                "ui.admin.tenants.worksmobile.compare_description",
+                "구성원은 기본적으로 Baron 또는 WORKS 한쪽에만 있는 항목을 보여줍니다.",
+              )}
+            </CardDescription>
+          </div>
+        </CardHeader>
+        <CardContent className="space-y-4">
+          <div className="grid gap-3 md:grid-cols-2">
+            <ComparisonSummary
+              title={t("ui.admin.tenants.worksmobile.compare_users", "구성원")}
+              summary={userSummary}
+            />
+            <ComparisonSummary
+              title={t(
+                "ui.admin.tenants.worksmobile.compare_groups",
+                "조직/그룹",
+              )}
+              summary={groupSummary}
+            />
+          </div>
+          <div className="flex flex-wrap items-center gap-2">
+            {userFilterOptions.map((option) => (
+              <Button
+                key={option.value}
+                type="button"
+                size="sm"
+                variant={
+                  userFilters.includes(option.value) ? "default" : "outline"
+                }
+                aria-pressed={userFilters.includes(option.value)}
+                onClick={() => {
+                  setUserFilters((current) =>
+                    current.includes(option.value)
+                      ? current.filter((value) => value !== option.value)
+                      : [...current, option.value],
+                  );
+                  setSelectedUserIds([]);
+                }}
+              >
+                {option.label}
+              </Button>
+            ))}
+          </div>
+          <ComparisonTable
+            title={t("ui.admin.tenants.worksmobile.compare_users", "구성원")}
+            rows={filteredComparisonUsers}
+            loading={comparisonQuery.isLoading}
+            selectedIds={selectedUserIds}
+            onSelectedIdsChange={setSelectedUserIds}
+            actionLabel="선택 구성원 WORKS에 생성"
+            actionDisabled={isCreatingUsers || createSelectedMutation.isPending}
+            onCreateSelected={() =>
+              createSelectedMutation.mutate({
+                resourceKind: "users",
+                ids: selectedUserIds,
+              })
+            }
+          />
+          <ComparisonTable
+            title={t(
+              "ui.admin.tenants.worksmobile.compare_groups",
+              "조직/그룹",
+            )}
+            rows={comparisonGroups}
+            loading={comparisonQuery.isLoading}
+            selectedIds={selectedGroupIds}
+            onSelectedIdsChange={setSelectedGroupIds}
+            actionLabel="선택 조직 WORKS에 생성"
+            actionDisabled={
+              isCreatingGroups || createSelectedMutation.isPending
+            }
+            onCreateSelected={() =>
+              createSelectedMutation.mutate({
+                resourceKind: "groups",
+                ids: selectedGroupIds,
+              })
+            }
+          />
+        </CardContent>
+      </Card>
+
+      <Card>
+        <CardHeader>
+          <CardTitle className="text-base">
+            {t("ui.admin.tenants.worksmobile.single_sync", "단건 동기화")}
+          </CardTitle>
+          <CardDescription>
+            {t(
+              "ui.admin.tenants.worksmobile.single_sync_description",
+              "Baron UUID 기준으로 조직 또는 구성원 sync 작업을 생성합니다.",
+            )}
+          </CardDescription>
+        </CardHeader>
+        <CardContent className="grid gap-3 md:grid-cols-2">
+          <div className="flex gap-2">
+            <Input
+              value={orgUnitId}
+              onChange={(event) => setOrgUnitId(event.target.value)}
+              placeholder="orgUnit tenant UUID"
+            />
+            <Button
+              type="button"
+              onClick={() => orgUnitSyncMutation.mutate()}
+              disabled={!orgUnitId.trim() || orgUnitSyncMutation.isPending}
+            >
+              {t("ui.admin.tenants.worksmobile.sync_orgunit", "조직 Sync")}
+            </Button>
+          </div>
+          <div className="flex gap-2">
+            <Input
+              value={userId}
+              onChange={(event) => setUserId(event.target.value)}
+              placeholder="Kratos user UUID"
+            />
+            <Button
+              type="button"
+              onClick={() => userSyncMutation.mutate()}
+              disabled={!userId.trim() || userSyncMutation.isPending}
+            >
+              {t("ui.admin.tenants.worksmobile.sync_user", "구성원 Sync")}
+            </Button>
+          </div>
+        </CardContent>
+      </Card>
+
+      <Card>
+        <CardHeader>
+          <CardTitle className="text-base">
+            {t("ui.admin.tenants.worksmobile.recent_jobs", "최근 작업")}
+          </CardTitle>
+        </CardHeader>
+        <CardContent>
+          <Table>
+            <TableHeader>
+              <TableRow>
+                <TableHead>resource</TableHead>
+                <TableHead>action</TableHead>
+                <TableHead>status</TableHead>
+                <TableHead>retry</TableHead>
+                <TableHead className="w-24" />
+              </TableRow>
+            </TableHeader>
+            <TableBody>
+              {(overview?.recentJobs ?? []).map((job) => (
+                <TableRow key={job.id}>
+                  <TableCell>
+                    {job.resourceType}:{job.resourceId}
+                  </TableCell>
+                  <TableCell>{job.action}</TableCell>
+                  <TableCell>{job.status}</TableCell>
+                  <TableCell>{job.retryCount}</TableCell>
+                  <TableCell>
+                    <Button
+                      type="button"
+                      variant="ghost"
+                      size="sm"
+                      onClick={() => retryMutation.mutate(job.id)}
+                      disabled={retryMutation.isPending}
+                    >
+                      <RotateCcw size={16} />
+                    </Button>
+                  </TableCell>
+                </TableRow>
+              ))}
+            </TableBody>
+          </Table>
+        </CardContent>
+      </Card>
+    </div>
+  );
+}
+
+export type WorksmobileComparisonSummary = {
+  total: number;
+  matched: number;
+  missingInWorksmobile: number;
+  missingInBaron: number;
+  missingExternalKey: number;
+};
+
+export function summarizeWorksmobileComparison(
+  rows: WorksmobileComparisonItem[],
+): WorksmobileComparisonSummary {
+  return rows.reduce<WorksmobileComparisonSummary>(
+    (summary, row) => {
+      if (row.status === "matched") {
+        summary.matched += 1;
+      } else if (row.status === "missing_in_worksmobile") {
+        summary.missingInWorksmobile += 1;
+      } else if (row.status === "missing_in_baron") {
+        summary.missingInBaron += 1;
+      } else if (row.status === "missing_external_key") {
+        summary.missingExternalKey += 1;
+      }
+      return summary;
+    },
+    {
+      total: rows.length,
+      matched: 0,
+      missingInWorksmobile: 0,
+      missingInBaron: 0,
+      missingExternalKey: 0,
+    },
+  );
+}
+
+export function getWorksmobileComparisonStatusLabel(status: string) {
+  switch (status) {
+    case "matched":
+      return "일치";
+    case "missing_in_worksmobile":
+      return "WORKS 없음";
+    case "missing_in_baron":
+      return "Baron 없음";
+    case "missing_external_key":
+      return "ex_key 없음";
+    default:
+      return status;
+  }
+}
+
+export function canCreateWorksmobileRow(row: WorksmobileComparisonItem) {
+  return row.status === "missing_in_worksmobile" && Boolean(row.baronId);
+}
+
+export function filterWorksmobileComparisonRows(
+  rows: WorksmobileComparisonItem[],
+  filters: WorksmobileComparisonFilter[],
+) {
+  if (filters.length === 0 || filters.length === userFilterOptions.length) {
+    return rows;
+  }
+  const allowedStatuses = new Set(
+    filters.flatMap((filter) => worksmobileFilterStatuses[filter]),
+  );
+  return rows.filter((row) => allowedStatuses.has(row.status));
+}
+
+export function formatWorksmobilePersonName(row: WorksmobileComparisonItem) {
+  return [
+    row.worksmobileName,
+    row.worksmobileLevelName ?? row.worksmobileLevelId,
+  ]
+    .filter(Boolean)
+    .join(" ");
+}
+
+export function formatWorksmobileOrgDetails(row: WorksmobileComparisonItem) {
+  const details: string[] = [];
+  const position =
+    row.worksmobilePrimaryOrgPositionName ??
+    row.worksmobilePrimaryOrgPositionId;
+  if (position) {
+    details.push(`직책 ${position}`);
+  }
+  if (row.worksmobileTask) {
+    details.push(`직무 ${row.worksmobileTask}`);
+  }
+  if (typeof row.worksmobilePrimaryOrgIsManager === "boolean") {
+    details.push(row.worksmobilePrimaryOrgIsManager ? "조직장" : "조직장 아님");
+  }
+  return details;
+}
+
+export const userFilterOptions: Array<{
+  value: WorksmobileComparisonFilter;
+  label: string;
+}> = [
+  { value: "baron_only", label: "Baron에만 있음" },
+  { value: "works_only", label: "WORKS에만 있음" },
+  { value: "matched", label: "양쪽에 다 있음" },
+];
+
+const worksmobileFilterStatuses: Record<WorksmobileComparisonFilter, string[]> =
+  {
+    baron_only: ["missing_in_worksmobile"],
+    works_only: ["missing_in_baron", "missing_external_key"],
+    matched: ["matched"],
+  };
+
+function getErrorMessage(error: unknown) {
+  const responseData = (error as { response?: { data?: unknown } })?.response
+    ?.data;
+  if (typeof responseData === "string") {
+    return responseData;
+  }
+  if (responseData && typeof responseData === "object") {
+    const data = responseData as { error?: unknown; message?: unknown };
+    if (typeof data.error === "string") {
+      return data.error;
+    }
+    if (typeof data.message === "string") {
+      return data.message;
+    }
+  }
+  if (error instanceof Error) {
+    return error.message;
+  }
+  return String(error);
+}
+
+function getWorksmobileComparisonStatusVariant(status: string) {
+  if (status === "matched") {
+    return "success";
+  }
+  if (status === "missing_external_key") {
+    return "warning";
+  }
+  return "secondary";
+}
+
+function ComparisonSummary({
+  title,
+  summary,
+}: {
+  title: string;
+  summary: WorksmobileComparisonSummary;
+}) {
+  return (
+    <div className="rounded-md border p-3">
+      <div className="mb-3 flex items-center justify-between gap-3">
+        <span className="text-sm font-medium">{title}</span>
+        <Badge variant="outline">{summary.total}</Badge>
+      </div>
+      <div className="grid grid-cols-2 gap-2 text-xs">
+        <div className="flex items-center justify-between">
+          <span className="text-muted-foreground">WORKS 없음</span>
+          <span className="font-mono">{summary.missingInWorksmobile}</span>
+        </div>
+        <div className="flex items-center justify-between">
+          <span className="text-muted-foreground">Baron 없음</span>
+          <span className="font-mono">{summary.missingInBaron}</span>
+        </div>
+        <div className="flex items-center justify-between">
+          <span className="text-muted-foreground">ex_key 없음</span>
+          <span className="font-mono">{summary.missingExternalKey}</span>
+        </div>
+        <div className="flex items-center justify-between">
+          <span className="text-muted-foreground">일치</span>
+          <span className="font-mono">{summary.matched}</span>
+        </div>
+      </div>
+    </div>
+  );
+}
+
+function ComparisonTable({
+  title,
+  rows,
+  loading,
+  selectedIds,
+  onSelectedIdsChange,
+  actionLabel,
+  actionDisabled,
+  onCreateSelected,
+}: {
+  title: string;
+  rows: WorksmobileComparisonItem[];
+  loading: boolean;
+  selectedIds: string[];
+  onSelectedIdsChange: (ids: string[]) => void;
+  actionLabel: string;
+  actionDisabled: boolean;
+  onCreateSelected: () => void;
+}) {
+  const creatableIds = rows
+    .filter(canCreateWorksmobileRow)
+    .map((row) => row.baronId)
+    .filter((id): id is string => Boolean(id));
+  const allCreatableSelected =
+    creatableIds.length > 0 &&
+    creatableIds.every((id) => selectedIds.includes(id));
+
+  const toggleAll = (checked: boolean | "indeterminate") => {
+    onSelectedIdsChange(checked === true ? creatableIds : []);
+  };
+
+  const toggleRow = (
+    id: string | undefined,
+    checked: boolean | "indeterminate",
+  ) => {
+    if (!id) {
+      return;
+    }
+    if (checked === true) {
+      onSelectedIdsChange([...new Set([...selectedIds, id])]);
+      return;
+    }
+    onSelectedIdsChange(selectedIds.filter((selectedId) => selectedId !== id));
+  };
+
+  return (
+    <div className="space-y-2">
+      <div className="flex flex-wrap items-center justify-between gap-2">
+        <h4 className="text-sm font-medium">{title}</h4>
+        <Button
+          type="button"
+          size="sm"
+          onClick={onCreateSelected}
+          disabled={selectedIds.length === 0 || actionDisabled}
+        >
+          {actionLabel}
+        </Button>
+      </div>
+      <div className="overflow-x-auto">
+        <Table>
+          <TableHeader>
+            <TableRow>
+              <TableHead className="w-10 whitespace-nowrap">
+                <Checkbox
+                  aria-label={`${title} 전체 선택`}
+                  checked={allCreatableSelected}
+                  disabled={creatableIds.length === 0}
+                  onCheckedChange={toggleAll}
+                />
+              </TableHead>
+              <TableHead className="w-24 whitespace-nowrap">상태</TableHead>
+              <TableHead className="min-w-44 whitespace-nowrap">
+                Baron ID
+              </TableHead>
+              <TableHead className="min-w-44 whitespace-nowrap">
+                Baron
+              </TableHead>
+              <TableHead className="min-w-44 whitespace-nowrap">
+                Baron 조직
+              </TableHead>
+              <TableHead className="min-w-44 whitespace-nowrap">
+                WORKS ID
+              </TableHead>
+              <TableHead className="min-w-40 whitespace-nowrap">
+                external_key
+              </TableHead>
+              <TableHead className="min-w-44 whitespace-nowrap">
+                WORKS 도메인
+              </TableHead>
+              <TableHead className="min-w-44 whitespace-nowrap">
+                WORKS
+              </TableHead>
+              <TableHead className="min-w-52 whitespace-nowrap">
+                WORKS 조직
+              </TableHead>
+            </TableRow>
+          </TableHeader>
+          <TableBody>
+            {loading && (
+              <TableRow>
+                <TableCell colSpan={10} className="text-muted-foreground">
+                  불러오는 중...
+                </TableCell>
+              </TableRow>
+            )}
+            {!loading && rows.length === 0 && (
+              <TableRow>
+                <TableCell colSpan={10} className="text-muted-foreground">
+                  표시할 차이가 없습니다.
+                </TableCell>
+              </TableRow>
+            )}
+            {rows.map((row) => (
+              <TableRow
+                key={`${row.status}:${row.baronId ?? row.worksmobileId ?? row.externalKey}`}
+              >
+                <TableCell className="whitespace-nowrap">
+                  <Checkbox
+                    aria-label={`${row.baronName ?? row.baronId ?? row.worksmobileName ?? row.worksmobileId ?? "row"} 선택`}
+                    checked={Boolean(
+                      row.baronId && selectedIds.includes(row.baronId),
+                    )}
+                    disabled={!canCreateWorksmobileRow(row)}
+                    onCheckedChange={(checked) =>
+                      toggleRow(row.baronId, checked)
+                    }
+                  />
+                </TableCell>
+                <TableCell className="whitespace-nowrap">
+                  <Badge
+                    className="whitespace-nowrap"
+                    variant={getWorksmobileComparisonStatusVariant(row.status)}
+                  >
+                    {getWorksmobileComparisonStatusLabel(row.status)}
+                  </Badge>
+                </TableCell>
+                <TableCell className="font-mono text-xs">
+                  {row.baronId ?? "-"}
+                </TableCell>
+                <TableCell>
+                  <div className="space-y-1">
+                    <div>{row.baronName ?? "-"}</div>
+                    <div className="text-xs text-muted-foreground">
+                      {row.baronEmail ?? ""}
+                    </div>
+                  </div>
+                </TableCell>
+                <TableCell>
+                  <ComparisonOrgCell
+                    name={
+                      row.resourceType === "GROUP"
+                        ? row.baronParentName
+                        : row.baronPrimaryOrgName
+                    }
+                    id={
+                      row.resourceType === "GROUP"
+                        ? row.baronParentId
+                        : row.baronPrimaryOrgId
+                    }
+                  />
+                </TableCell>
+                <TableCell className="font-mono text-xs">
+                  {row.worksmobileId ?? "-"}
+                </TableCell>
+                <TableCell className="font-mono text-xs">
+                  {row.externalKey ?? "-"}
+                </TableCell>
+                <TableCell>
+                  <ComparisonDomainCell
+                    name={row.worksmobileDomainName}
+                    id={row.worksmobileDomainId}
+                  />
+                </TableCell>
+                <TableCell>
+                  <div className="space-y-1">
+                    <div>{formatWorksmobilePersonName(row) || "-"}</div>
+                    <div className="text-xs text-muted-foreground">
+                      {row.worksmobileEmail ?? ""}
+                    </div>
+                  </div>
+                </TableCell>
+                <TableCell>
+                  <ComparisonOrgCell
+                    name={
+                      row.resourceType === "GROUP"
+                        ? row.worksmobileParentName
+                        : row.worksmobilePrimaryOrgName
+                    }
+                    id={
+                      row.resourceType === "GROUP"
+                        ? row.worksmobileParentId
+                        : row.worksmobilePrimaryOrgId
+                    }
+                    details={
+                      row.resourceType === "GROUP"
+                        ? []
+                        : formatWorksmobileOrgDetails(row)
+                    }
+                  />
+                </TableCell>
+              </TableRow>
+            ))}
+          </TableBody>
+        </Table>
+      </div>
+    </div>
+  );
+}
+
+function ComparisonDomainCell({
+  name,
+  id,
+}: {
+  name?: string;
+  id?: number;
+}) {
+  if (!name && !id) {
+    return <span className="text-muted-foreground">-</span>;
+  }
+  return (
+    <div className="space-y-1">
+      <div>{name ?? "-"}</div>
+      <div className="font-mono text-xs text-muted-foreground">{id ?? ""}</div>
+    </div>
+  );
+}
+
+function ComparisonOrgCell({
+  name,
+  id,
+  details = [],
+}: {
+  name?: string;
+  id?: string;
+  details?: string[];
+}) {
+  if (!name && !id && details.length === 0) {
+    return <span className="text-muted-foreground">-</span>;
+  }
+  return (
+    <div className="space-y-1">
+      <div>{name ?? "-"}</div>
+      <div className="font-mono text-xs text-muted-foreground">{id ?? ""}</div>
+      {details.length > 0 && (
+        <div className="text-xs text-muted-foreground">
+          {details.join(" · ")}
+        </div>
+      )}
+    </div>
+  );
+}
diff --git a/adminfront/src/features/tenants/utils/tenantCsvImport.test.ts b/adminfront/src/features/tenants/utils/tenantCsvImport.test.ts
index ea87fe3c..4cb3c3a4 100644
--- a/adminfront/src/features/tenants/utils/tenantCsvImport.test.ts
+++ b/adminfront/src/features/tenants/utils/tenantCsvImport.test.ts
@@ -120,7 +120,7 @@ describe("tenantCsvImport", () => {
       [
         "tenant_id,name,type,parent_tenant_id,slug,memo,email_domain",
         "local-parent-id,Parent Tenant,COMPANY,,parent-local,,",
-        "local-child-id,Child Tenant,USER_GROUP,local-parent-id,child-local,,",
+        "local-child-id,Child Tenant,ORGANIZATION,local-parent-id,child-local,,",
       ].join("\n"),
     );
     const preview = buildTenantImportPreview(rows, tenants);
@@ -141,7 +141,7 @@ describe("tenantCsvImport", () => {
       "staging-parent-id,Parent Tenant,COMPANY,,parent-staging,,",
     );
     expect(csv).toContain(
-      "staging-child-id,Child Tenant,USER_GROUP,staging-parent-id,child-staging,,",
+      "staging-child-id,Child Tenant,ORGANIZATION,staging-parent-id,child-staging,,",
     );
     expect(csv).not.toContain("local-parent-id");
     expect(csv).not.toContain("local-child-id");
@@ -152,7 +152,7 @@ describe("tenantCsvImport", () => {
       [
         "name,type,parent_tenant_slug,slug,memo,email_domain",
         "Parent Tenant,COMPANY,,parent-slug,,",
-        "Child Tenant,USER_GROUP,parent-slug,child-slug,,",
+        "Child Tenant,ORGANIZATION,parent-slug,child-slug,,",
       ].join("\n"),
     );
     const preview = buildTenantImportPreview(rows, tenants);
@@ -171,7 +171,7 @@ describe("tenantCsvImport", () => {
 
     expect(rows[1].parentTenantSlug).toBe("parent-slug");
     expect(csv).toContain(
-      "staging-child-id,Child Tenant,USER_GROUP,staging-parent-id,child-slug,,",
+      "staging-child-id,Child Tenant,ORGANIZATION,staging-parent-id,child-slug,,",
     );
   });
 });
diff --git a/adminfront/src/features/user-groups/routes/TenantUserGroupsTab.tsx b/adminfront/src/features/user-groups/routes/TenantUserGroupsTab.tsx
index e6c90858..42f88448 100644
--- a/adminfront/src/features/user-groups/routes/TenantUserGroupsTab.tsx
+++ b/adminfront/src/features/user-groups/routes/TenantUserGroupsTab.tsx
@@ -87,6 +87,7 @@ const getTenantIcon = (type?: string) => {
       return Briefcase;
     case "PERSONAL":
       return UserCircle;
+    case "ORGANIZATION":
     case "USER_GROUP":
       return Network;
     default:
diff --git a/adminfront/src/features/users/UserDetailPage.tsx b/adminfront/src/features/users/UserDetailPage.tsx
index 958685cd..791b5f33 100644
--- a/adminfront/src/features/users/UserDetailPage.tsx
+++ b/adminfront/src/features/users/UserDetailPage.tsx
@@ -44,6 +44,13 @@ import {
 } from "../../components/ui/dialog";
 import { Input } from "../../components/ui/input";
 import { Label } from "../../components/ui/label";
+import {
+  Select,
+  SelectContent,
+  SelectItem,
+  SelectTrigger,
+  SelectValue,
+} from "../../components/ui/select";
 import { Switch } from "../../components/ui/switch";
 import {
   Tabs,
@@ -78,6 +85,7 @@ import {
   parseOrgChartTenantSelection,
 } from "./orgChartPicker";
 import type { UserSchemaField } from "./userSchemaFields";
+import { userStatusLabel, userStatusValues } from "./userStatus";
 
 type UserFormValues = Omit<UserUpdateRequest, "metadata"> & {
   metadata: Record<string, Record<string, string | number | boolean>>;
@@ -123,12 +131,40 @@ function createEmptyAppointment(): AppointmentDraft {
     tenantId: "",
     tenantName: "",
     tenantSlug: "",
+    isPrimary: false,
     isOwner: false,
     jobTitle: "",
     position: "",
   };
 }
 
+function normalizePrimaryAppointments(
+  appointments: AppointmentDraft[],
+): AppointmentDraft[] {
+  const leafIndexes = appointments
+    .map((appointment, index) =>
+      appointment.tenantId.trim().length > 0 ? index : -1,
+    )
+    .filter((index) => index >= 0);
+  if (leafIndexes.length === 1) {
+    const primaryIndex = leafIndexes[0];
+    return appointments.map((appointment, index) => ({
+      ...appointment,
+      isPrimary: index === primaryIndex,
+    }));
+  }
+  const selectedIndex = appointments.findIndex(
+    (appointment) => appointment.isPrimary === true,
+  );
+  return appointments.map((appointment, index) => ({
+    ...appointment,
+    isPrimary:
+      selectedIndex >= 0 &&
+      index === selectedIndex &&
+      appointment.tenantId.trim().length > 0,
+  }));
+}
+
 function validateManualPassword(
   password: string,
   policy?: PasswordPolicyResponse,
@@ -485,15 +521,17 @@ function UserDetailPage() {
       try {
         const tenant = await resolveTenantSelection(selection, tenants);
         setAdditionalAppointments((current) =>
-          current.map((appointment, index) =>
-            index === target.index
-              ? {
-                  ...appointment,
-                  tenantId: tenant.id,
-                  tenantName: tenant.name,
-                  tenantSlug: tenant.slug,
-                }
-              : appointment,
+          normalizePrimaryAppointments(
+            current.map((appointment, index) =>
+              index === target.index
+                ? {
+                    ...appointment,
+                    tenantId: tenant.id,
+                    tenantName: tenant.name,
+                    tenantSlug: tenant.slug,
+                  }
+                : appointment,
+            ),
           ),
         );
         setPickerTarget(null);
@@ -536,15 +574,30 @@ function UserDetailPage() {
     patch: Partial<UserAppointment>,
   ) => {
     setAdditionalAppointments((current) =>
-      current.map((appointment, currentIndex) =>
-        currentIndex === index ? { ...appointment, ...patch } : appointment,
+      normalizePrimaryAppointments(
+        current.map((appointment, currentIndex) =>
+          currentIndex === index ? { ...appointment, ...patch } : appointment,
+        ),
+      ),
+    );
+  };
+
+  const setPrimaryAppointment = (index: number, checked: boolean) => {
+    setAdditionalAppointments((current) =>
+      normalizePrimaryAppointments(
+        current.map((appointment, currentIndex) => ({
+          ...appointment,
+          isPrimary: checked && currentIndex === index,
+        })),
       ),
     );
   };
 
   const removeAppointment = (index: number) => {
     setAdditionalAppointments((current) =>
-      current.filter((_, currentIndex) => currentIndex !== index),
+      normalizePrimaryAppointments(
+        current.filter((_, currentIndex) => currentIndex !== index),
+      ),
     );
   };
 
@@ -602,7 +655,10 @@ function UserDetailPage() {
         tenantSlug:
           user.companyCode ||
           user.joinedTenants?.find(
-            (t) => t.type === "COMPANY" || t.type === "COMPANY_GROUP",
+            (t) =>
+              t.type === "COMPANY" ||
+              t.type === "COMPANY_GROUP" ||
+              t.type === "ORGANIZATION",
           )?.slug ||
           "",
         department: user.department || "",
@@ -636,38 +692,45 @@ function UserDetailPage() {
           isHanmacFamilyTenant(tenant, tenants, hanmacFamilyTenantId),
       );
       setAdditionalAppointments(
-        Array.isArray(rawAppointments)
-          ? (rawAppointments as UserAppointment[]).map((appointment) => ({
-              ...appointment,
-              draftId: createDraftId(),
-            }))
-          : isUserHanmacFamily
-            ? familyFallbackTenants.length > 0
-              ? familyFallbackTenants.map((tenant) => ({
-                  draftId: createDraftId(),
-                  tenantId: tenant.id,
-                  tenantName: tenant.name,
-                  tenantSlug: tenant.slug,
-                  isOwner:
-                    metadata.primaryTenantIsOwner === true &&
-                    tenant.id === fallbackAppointment?.id,
-                  jobTitle: user.jobTitle,
-                  position: user.position,
-                }))
-              : fallbackAppointment
-                ? [
-                    {
-                      draftId: createDraftId(),
-                      tenantId: fallbackAppointment.id,
-                      tenantName: fallbackAppointment.name,
-                      tenantSlug: fallbackAppointment.slug,
-                      isOwner: metadata.primaryTenantIsOwner === true,
-                      jobTitle: user.jobTitle,
-                      position: user.position,
-                    },
-                  ]
-                : []
-            : [],
+        normalizePrimaryAppointments(
+          Array.isArray(rawAppointments)
+            ? (rawAppointments as UserAppointment[]).map((appointment) => ({
+                ...appointment,
+                isPrimary:
+                  appointment.isPrimary === true ||
+                  appointment.tenantId === metadata.primaryTenantId,
+                draftId: createDraftId(),
+              }))
+            : isUserHanmacFamily
+              ? familyFallbackTenants.length > 0
+                ? familyFallbackTenants.map((tenant) => ({
+                    draftId: createDraftId(),
+                    tenantId: tenant.id,
+                    tenantName: tenant.name,
+                    tenantSlug: tenant.slug,
+                    isPrimary: tenant.id === fallbackAppointment?.id,
+                    isOwner:
+                      metadata.primaryTenantIsOwner === true &&
+                      tenant.id === fallbackAppointment?.id,
+                    jobTitle: user.jobTitle,
+                    position: user.position,
+                  }))
+                : fallbackAppointment
+                  ? [
+                      {
+                        draftId: createDraftId(),
+                        tenantId: fallbackAppointment.id,
+                        tenantName: fallbackAppointment.name,
+                        tenantSlug: fallbackAppointment.slug,
+                        isPrimary: true,
+                        isOwner: metadata.primaryTenantIsOwner === true,
+                        jobTitle: user.jobTitle,
+                        position: user.position,
+                      },
+                    ]
+                  : []
+              : [],
+        ),
       );
     }
   }, [hanmacFamilyTenantId, tenants, user, reset]);
@@ -748,19 +811,37 @@ function UserDetailPage() {
           tenantId: appointment.tenantId,
           tenantSlug: appointment.tenantSlug,
           tenantName: appointment.tenantName,
+          isPrimary: appointment.isPrimary === true,
           isOwner: appointment.isOwner,
           jobTitle: appointment.jobTitle,
           position: appointment.position,
         }));
+      const primaryAppointment = appointments.find(
+        (appointment) => appointment.isPrimary,
+      );
 
       payload.tenantSlug = undefined;
       payload.department = undefined;
       payload.position = undefined;
       payload.jobTitle = undefined;
       payload.additionalAppointments = appointments;
+      if (primaryAppointment) {
+        payload.tenantSlug = primaryAppointment.tenantSlug;
+        payload.primaryTenantId = primaryAppointment.tenantId;
+        payload.primaryTenantName = primaryAppointment.tenantName;
+        payload.primaryTenantIsOwner = primaryAppointment.isOwner;
+      }
       payload.metadata = {
         ...metadata,
         additionalAppointments: appointments,
+        ...(primaryAppointment
+          ? {
+              primaryTenantId: primaryAppointment.tenantId,
+              primaryTenantName: primaryAppointment.tenantName,
+              primaryTenantSlug: primaryAppointment.tenantSlug,
+              primaryTenantIsOwner: primaryAppointment.isOwner,
+            }
+          : {}),
       };
     }
 
@@ -791,6 +872,9 @@ function UserDetailPage() {
       filterNonHanmacFamilyTenants(userAffiliatedTenants, hanmacFamilyTenantId),
     [userAffiliatedTenants, hanmacFamilyTenantId],
   );
+  const primaryAppointmentLeafCount = additionalAppointments.filter(
+    (appointment) => appointment.tenantId.trim().length > 0,
+  ).length;
 
   if (isLoading) {
     return (
@@ -857,7 +941,10 @@ function UserDetailPage() {
                 {user.tenant?.name ||
                   user.companyCode ||
                   user.joinedTenants?.find(
-                    (t) => t.type === "COMPANY" || t.type === "COMPANY_GROUP",
+                    (t) =>
+                      t.type === "COMPANY" ||
+                      t.type === "COMPANY_GROUP" ||
+                      t.type === "ORGANIZATION",
                   )?.name ||
                   t("ui.admin.users.detail.form.tenant_global", "시스템 전역")}
               </Badge>
@@ -1001,21 +1088,23 @@ function UserDetailPage() {
                     >
                       {t("ui.admin.users.detail.form.status", "상태")}
                     </Label>
-                    <div className="flex h-11 items-center gap-3 rounded-md border border-input bg-background px-3">
-                      <Switch
-                        id="status"
-                        checked={watchedStatus === "active"}
-                        onCheckedChange={(checked) =>
-                          setValue("status", checked ? "active" : "inactive")
-                        }
-                      />
-                      <span className="text-sm text-muted-foreground">
-                        {t(
-                          `ui.common.status.${watchedStatus}`,
-                          watchedStatus || "inactive",
-                        )}
-                      </span>
-                    </div>
+                    <Select
+                      value={watchedStatus || "inactive"}
+                      onValueChange={(status) => setValue("status", status)}
+                    >
+                      <SelectTrigger id="status" className="h-11">
+                        <SelectValue>
+                          {userStatusLabel(watchedStatus || "inactive")}
+                        </SelectValue>
+                      </SelectTrigger>
+                      <SelectContent>
+                        {userStatusValues.map((status) => (
+                          <SelectItem key={status} value={status}>
+                            {userStatusLabel(status)}
+                          </SelectItem>
+                        ))}
+                      </SelectContent>
+                    </Select>
                   </div>
                 </div>
 
@@ -1160,6 +1249,26 @@ function UserDetailPage() {
                                     {appointment.tenantSlug}
                                   </span>
                                 )}
+                                <label className="flex items-center gap-3 text-sm">
+                                  <Switch
+                                    aria-label={t(
+                                      "ui.admin.users.detail.form.appointment_primary",
+                                      "대표 조직",
+                                    )}
+                                    checked={appointment.isPrimary === true}
+                                    disabled={
+                                      !appointment.tenantId ||
+                                      primaryAppointmentLeafCount <= 1
+                                    }
+                                    onCheckedChange={(checked) =>
+                                      setPrimaryAppointment(index, checked)
+                                    }
+                                  />
+                                  {t(
+                                    "ui.admin.users.detail.form.appointment_primary",
+                                    "대표 조직",
+                                  )}
+                                </label>
                                 <label className="flex items-center gap-3 text-sm">
                                   <Checkbox
                                     checked={appointment.isOwner}
diff --git a/adminfront/src/features/users/UserListPage.tsx b/adminfront/src/features/users/UserListPage.tsx
index a3a8a331..877b28cb 100644
--- a/adminfront/src/features/users/UserListPage.tsx
+++ b/adminfront/src/features/users/UserListPage.tsx
@@ -32,7 +32,13 @@ import {
   DialogTrigger,
 } from "../../components/ui/dialog";
 import { Input } from "../../components/ui/input";
-import { Switch } from "../../components/ui/switch";
+import {
+  Select,
+  SelectContent,
+  SelectItem,
+  SelectTrigger,
+  SelectValue,
+} from "../../components/ui/select";
 import {
   Table,
   TableBody,
@@ -55,6 +61,7 @@ import {
 } from "../../lib/adminApi";
 import { t } from "../../lib/i18n";
 import { UserBulkUploadModal } from "./components/UserBulkUploadModal";
+import { userStatusLabel, userStatusValues } from "./userStatus";
 
 type UserSchemaField = {
   key: string;
@@ -579,28 +586,40 @@ function UserListPage() {
                       </TableCell>
                       <TableCell>
                         <div className="flex items-center gap-2">
-                          <Switch
-                            checked={user.status === "active"}
-                            onCheckedChange={(checked) =>
+                          <Select
+                            value={user.status}
+                            onValueChange={(status) =>
                               statusMutation.mutate({
                                 userId: user.id,
-                                status: checked ? "active" : "inactive",
+                                status,
                               })
                             }
                             disabled={
                               statusMutation.isPending ||
                               user.id === profile?.id
                             }
-                            aria-label={t(
-                              "ui.admin.users.list.toggle_status",
-                              "{{name}} 활성 상태",
-                              { name: user.name },
-                            )}
-                            data-testid={`user-status-toggle-${user.id}`}
-                          />
-                          <span className="text-sm text-muted-foreground">
-                            {t(`ui.common.status.${user.status}`, user.status)}
-                          </span>
+                          >
+                            <SelectTrigger
+                              className="h-8 w-36"
+                              aria-label={t(
+                                "ui.admin.users.list.status_select",
+                                "{{name}} 상태",
+                                { name: user.name },
+                              )}
+                              data-testid={`user-status-select-${user.id}`}
+                            >
+                              <SelectValue>
+                                {userStatusLabel(user.status)}
+                              </SelectValue>
+                            </SelectTrigger>
+                            <SelectContent>
+                              {userStatusValues.map((status) => (
+                                <SelectItem key={status} value={status}>
+                                  {userStatusLabel(status)}
+                                </SelectItem>
+                              ))}
+                            </SelectContent>
+                          </Select>
                         </div>
                       </TableCell>
                       {/* Dynamic Metadata Cells */}
@@ -683,6 +702,24 @@ function UserListPage() {
                 >
                   {t("ui.common.status.inactive", "비활성화")}
                 </Button>
+                <Button
+                  variant="ghost"
+                  size="sm"
+                  className="text-background hover:bg-background/10 h-8"
+                  onClick={() => handleBulkStatusChange("suspended")}
+                  data-testid="bulk-suspended-btn"
+                >
+                  {t("ui.common.status.suspended", "정지")}
+                </Button>
+                <Button
+                  variant="ghost"
+                  size="sm"
+                  className="text-background hover:bg-background/10 h-8"
+                  onClick={() => handleBulkStatusChange("leave_of_absence")}
+                  data-testid="bulk-leave-of-absence-btn"
+                >
+                  {t("ui.common.status.leave_of_absence", "휴직")}
+                </Button>
                 <div className="w-px h-4 bg-background/20 mx-1" />
                 <Button
                   variant="ghost"
diff --git a/adminfront/src/features/users/userStatus.ts b/adminfront/src/features/users/userStatus.ts
new file mode 100644
index 00000000..647c44f0
--- /dev/null
+++ b/adminfront/src/features/users/userStatus.ts
@@ -0,0 +1,14 @@
+import { t } from "../../lib/i18n";
+
+export const userStatusValues = [
+  "active",
+  "inactive",
+  "suspended",
+  "leave_of_absence",
+] as const;
+
+export type UserStatusValue = (typeof userStatusValues)[number];
+
+export function userStatusLabel(status: string) {
+  return t(`ui.common.status.${status}`, status);
+}
diff --git a/adminfront/src/features/users/utils/csvParser.test.ts b/adminfront/src/features/users/utils/csvParser.test.ts
index 2a891613..c50749a4 100644
--- a/adminfront/src/features/users/utils/csvParser.test.ts
+++ b/adminfront/src/features/users/utils/csvParser.test.ts
@@ -44,6 +44,36 @@ test@test.com,Test,baron`;
     expect(result[0].tenantSlug).toBe("baron");
   });
 
+  it("should parse NAVERWORKS member CSV sample into Baron bulk user fields", () => {
+    const csv = `"LastName","FirstName","ID","Personal email","Sub email","Nickname","User type","Level","Organization","Position","CompanyMainPhone","Mobile/Country code","Mobile/Numbers","Language","Responsibilities","Workplace","SNS","SNS_ID","Birthday (solar, lunar)","Birthday","Entry Date","Employee number","Account activation time"
+"Doe","John","john.doe","john@naver.com","john1@company.com; john2@company.com","John","Permanent Employee","Manager","org.1|org.2|org.3|myteam","Manager","02-0000-0000","+1","9144812222","English","Sales management","New York","Facebook","john","solar","19830415","20230415","AB001","20230415 08:00"`;
+
+    const result = parseUserCSV(csv);
+
+    expect(result).toHaveLength(1);
+    expect(result[0]).toMatchObject({
+      email: "john1@company.com",
+      loginId: "john.doe",
+      name: "John Doe",
+      phone: "+19144812222",
+      department: "myteam",
+      position: "Manager",
+      jobTitle: "Sales management",
+      tenantImport: {
+        name: "myteam",
+        parentTenantName: "org.3",
+      },
+      metadata: {
+        personal_email: "john@naver.com",
+        employee_id: "AB001",
+        naverworks_user_type: "Permanent Employee",
+        naverworks_level: "Manager",
+        naverworks_organization_path: "org.1|org.2|org.3|myteam",
+        naverworks_workplace: "New York",
+      },
+    });
+  });
+
   it("should parse tenant conflict metadata for import resolution", () => {
     const csv = `email,name,tenant_id,tenant_slug,tenant_name,tenant_type,parent_tenant_slug,tenant_memo,email_domain
 test@test.com,Test,local-tenant-id,missing-slug,Missing Tenant,COMPANY,parent-slug,Imported memo,missing.example.com`;
diff --git a/adminfront/src/features/users/utils/csvParser.ts b/adminfront/src/features/users/utils/csvParser.ts
index 31cf2a0e..4605cad7 100644
--- a/adminfront/src/features/users/utils/csvParser.ts
+++ b/adminfront/src/features/users/utils/csvParser.ts
@@ -1,18 +1,17 @@
 import type { BulkUserItem } from "../../../lib/adminApi";
 
 export function parseUserCSV(text: string): BulkUserItem[] {
-  const lines = text.split(/\r?\n/);
-  if (lines.length < 2) {
+  const records = parseCSVRecords(text.replace(/^\uFEFF/, ""));
+  if (records.length < 2) {
     return [];
   }
 
-  const headers = lines[0].split(",").map((h) => h.trim().toLowerCase());
+  const headers = records[0].map(normalizeHeader);
   const data: BulkUserItem[] = [];
 
-  for (let i = 1; i < lines.length; i++) {
-    if (!lines[i].trim()) continue;
-
-    const values = lines[i].split(",").map((v) => v.trim());
+  for (let i = 1; i < records.length; i++) {
+    const values = records[i].map((v) => v.trim());
+    if (values.every((value) => value === "")) continue;
     const item: Partial<BulkUserItem> & { metadata: Record<string, string> } = {
       metadata: {},
     };
@@ -84,11 +83,70 @@ export function parseUserCSV(text: string): BulkUserItem[] {
         item.position = value;
       } else if (header === "jobtitle") {
         item.jobTitle = value;
+      } else if (header === "lastname") {
+        item.metadata.naverworks_last_name = value;
+      } else if (header === "firstname") {
+        item.metadata.naverworks_first_name = value;
+      } else if (header === "id") {
+        item.loginId = value;
+        item.metadata.naverworks_id = value;
+      } else if (header === "personalemail") {
+        item.metadata.personal_email = value;
+      } else if (header === "subemail") {
+        item.metadata.naverworks_sub_email = value;
+        item.email = firstEmailToken(value) || item.email;
+      } else if (header === "nickname") {
+        item.metadata.naverworks_nickname = value;
+      } else if (header === "usertype") {
+        item.metadata.naverworks_user_type = value;
+      } else if (header === "level") {
+        item.metadata.naverworks_level = value;
+      } else if (header === "organization") {
+        item.metadata.naverworks_organization_path = value;
+        const parts = splitOrganizationPath(value);
+        const leaf = parts.at(-1) ?? "";
+        const parent = parts.at(-2) ?? "";
+        if (leaf) {
+          item.department = leaf;
+          item.tenantImport = {
+            ...(item.tenantImport ?? {}),
+            name: leaf,
+            parentTenantName: parent,
+          };
+        }
+      } else if (header === "companymainphone") {
+        item.metadata.naverworks_company_main_phone = value;
+      } else if (header === "mobilecountrycode") {
+        item.metadata.naverworks_mobile_country_code = value;
+      } else if (header === "mobilenumbers") {
+        item.metadata.naverworks_mobile_numbers = value;
+      } else if (header === "language") {
+        item.metadata.naverworks_language = value;
+      } else if (header === "responsibilities") {
+        item.jobTitle = value;
+      } else if (header === "workplace") {
+        item.metadata.naverworks_workplace = value;
+      } else if (header === "sns") {
+        item.metadata.naverworks_sns = value;
+      } else if (header === "snsid") {
+        item.metadata.naverworks_sns_id = value;
+      } else if (header === "birthdaysolarlunar") {
+        item.metadata.naverworks_birthday_calendar = value;
+      } else if (header === "birthday") {
+        item.metadata.naverworks_birthday = value;
+      } else if (header === "entrydate") {
+        item.metadata.naverworks_entry_date = value;
+      } else if (header === "employeenumber") {
+        item.metadata.employee_id = value;
+      } else if (header === "accountactivationtime") {
+        item.metadata.naverworks_account_activation_time = value;
       } else {
         item.metadata[header] = value;
       }
     }
 
+    applyNaverWorksFallbacks(item);
+
     if (item.email && item.name) {
       data.push(item as BulkUserItem);
     }
@@ -96,3 +154,100 @@ export function parseUserCSV(text: string): BulkUserItem[] {
 
   return data;
 }
+
+function normalizeHeader(header: string) {
+  return header
+    .trim()
+    .toLowerCase()
+    .replace(/^\uFEFF/, "")
+    .replace(/[^a-z0-9_]/g, "");
+}
+
+function parseCSVRecords(text: string) {
+  const records: string[][] = [];
+  let field = "";
+  let row: string[] = [];
+  let quoted = false;
+
+  for (let index = 0; index < text.length; index++) {
+    const char = text[index];
+    const next = text[index + 1];
+
+    if (char === '"') {
+      if (quoted && next === '"') {
+        field += '"';
+        index++;
+      } else {
+        quoted = !quoted;
+      }
+      continue;
+    }
+
+    if (char === "," && !quoted) {
+      row.push(field);
+      field = "";
+      continue;
+    }
+
+    if ((char === "\n" || char === "\r") && !quoted) {
+      if (char === "\r" && next === "\n") index++;
+      row.push(field);
+      records.push(row);
+      field = "";
+      row = [];
+      continue;
+    }
+
+    field += char;
+  }
+
+  if (field !== "" || row.length > 0) {
+    row.push(field);
+    records.push(row);
+  }
+
+  return records;
+}
+
+function firstEmailToken(value: string) {
+  return (
+    value
+      .split(/[;,]/)
+      .map((token) => token.trim())
+      .find((token) => token.includes("@")) ?? ""
+  );
+}
+
+function splitOrganizationPath(value: string) {
+  return value
+    .split("|")
+    .map((part) => part.trim())
+    .filter(Boolean);
+}
+
+function applyNaverWorksFallbacks(
+  item: Partial<BulkUserItem> & { metadata: Record<string, string> },
+) {
+  if (!item.name) {
+    const firstName = item.metadata.naverworks_first_name ?? "";
+    const lastName = item.metadata.naverworks_last_name ?? "";
+    item.name = [firstName, lastName].filter(Boolean).join(" ").trim();
+    if (!item.name && item.metadata.naverworks_nickname) {
+      item.name = item.metadata.naverworks_nickname;
+    }
+  }
+
+  if (!item.email) {
+    item.email = item.metadata.personal_email;
+  }
+
+  if (!item.phone) {
+    const countryCode = item.metadata.naverworks_mobile_country_code ?? "";
+    const number = item.metadata.naverworks_mobile_numbers ?? "";
+    item.phone = `${countryCode}${number}`.replace(/\s/g, "");
+  }
+
+  if (!item.position && item.metadata.naverworks_level) {
+    item.position = item.metadata.naverworks_level;
+  }
+}
diff --git a/adminfront/src/lib/adminApi.ts b/adminfront/src/lib/adminApi.ts
index ee54796d..8f0ee7a1 100644
--- a/adminfront/src/lib/adminApi.ts
+++ b/adminfront/src/lib/adminApi.ts
@@ -21,7 +21,7 @@ export type AuditLogListResponse = {
 
 export type TenantSummary = {
   id: string;
-  type: string; // PERSONAL, COMPANY, COMPANY_GROUP, USER_GROUP
+  type: string; // 허용 타입: PERSONAL, COMPANY, COMPANY_GROUP, ORGANIZATION, USER_GROUP
   name: string;
   slug: string;
   description: string;
@@ -447,6 +447,7 @@ export type UserAppointment = {
   tenantId: string;
   tenantSlug?: string;
   tenantName: string;
+  isPrimary?: boolean;
   isOwner: boolean;
   jobTitle?: string;
   position?: string;
@@ -491,6 +492,60 @@ export type BulkUserResponse = {
   results: BulkUserResult[];
 };
 
+export type WorksmobileOutboxItem = {
+  id: string;
+  resourceType: string;
+  resourceId: string;
+  action: string;
+  status: string;
+  retryCount: number;
+  lastError?: string;
+  createdAt: string;
+  updatedAt: string;
+};
+
+export type WorksmobileOverview = {
+  tenant: TenantSummary;
+  config: {
+    enabled: boolean;
+    tokenConfigured: boolean;
+  };
+  recentJobs: WorksmobileOutboxItem[];
+};
+
+export type WorksmobileComparisonItem = {
+  resourceType: string;
+  baronId?: string;
+  baronName?: string;
+  baronEmail?: string;
+  baronPrimaryOrgId?: string;
+  baronPrimaryOrgName?: string;
+  baronParentId?: string;
+  baronParentName?: string;
+  worksmobileId?: string;
+  externalKey?: string;
+  worksmobileName?: string;
+  worksmobileEmail?: string;
+  worksmobileLevelId?: string;
+  worksmobileLevelName?: string;
+  worksmobileTask?: string;
+  worksmobileDomainId?: number;
+  worksmobileDomainName?: string;
+  worksmobilePrimaryOrgId?: string;
+  worksmobilePrimaryOrgName?: string;
+  worksmobilePrimaryOrgPositionId?: string;
+  worksmobilePrimaryOrgPositionName?: string;
+  worksmobilePrimaryOrgIsManager?: boolean;
+  worksmobileParentId?: string;
+  worksmobileParentName?: string;
+  status: string;
+};
+
+export type WorksmobileComparison = {
+  users: WorksmobileComparisonItem[];
+  groups: WorksmobileComparisonItem[];
+};
+
 export async function fetchUsers(
   limit = 50,
   offset = 0,
@@ -561,12 +616,86 @@ export async function bulkCreateUsers(users: BulkUserItem[]) {
   return data;
 }
 
+export async function fetchWorksmobileOverview(tenantId: string) {
+  const { data } = await apiClient.get<WorksmobileOverview>(
+    `/v1/admin/tenants/${tenantId}/worksmobile`,
+  );
+  return data;
+}
+
+export async function fetchWorksmobileComparison(
+  tenantId: string,
+  includeMatched = false,
+) {
+  const { data } = await apiClient.get<WorksmobileComparison>(
+    `/v1/admin/tenants/${tenantId}/worksmobile/comparison`,
+    {
+      params: { includeMatched },
+    },
+  );
+  return data;
+}
+
+export async function downloadWorksmobileInitialPasswordsCSV(tenantId: string) {
+  const response = await apiClient.get<Blob>(
+    `/v1/admin/tenants/${tenantId}/worksmobile/initial-passwords.csv`,
+    {
+      responseType: "blob",
+    },
+  );
+  const dispositionHeader = response.headers["content-disposition"];
+  const disposition = Array.isArray(dispositionHeader)
+    ? dispositionHeader[0]
+    : String(dispositionHeader ?? "");
+  const filenameMatch = disposition?.match(/filename="?([^"]+)"?/i);
+  return {
+    blob: response.data,
+    filename: filenameMatch?.[1] ?? "worksmobile_initial_passwords.csv",
+  };
+}
+
+export async function enqueueWorksmobileBackfillDryRun(tenantId: string) {
+  const { data } = await apiClient.post(
+    `/v1/admin/tenants/${tenantId}/worksmobile/backfill/dry-run`,
+  );
+  return data;
+}
+
+export async function enqueueWorksmobileOrgUnitSync(
+  tenantId: string,
+  orgUnitId: string,
+) {
+  const { data } = await apiClient.post<WorksmobileOutboxItem>(
+    `/v1/admin/tenants/${tenantId}/worksmobile/orgunits/${orgUnitId}/sync`,
+  );
+  return data;
+}
+
+export async function enqueueWorksmobileUserSync(
+  tenantId: string,
+  userId: string,
+) {
+  const { data } = await apiClient.post<WorksmobileOutboxItem>(
+    `/v1/admin/tenants/${tenantId}/worksmobile/users/${userId}/sync`,
+  );
+  return data;
+}
+
+export async function retryWorksmobileJob(tenantId: string, jobId: string) {
+  const { data } = await apiClient.post(
+    `/v1/admin/tenants/${tenantId}/worksmobile/jobs/${jobId}/retry`,
+  );
+  return data;
+}
+
 export async function bulkUpdateUsers(payload: {
   userIds: string[];
   status?: string;
   role?: string;
   tenantSlug?: string;
   department?: string;
+  position?: string;
+  jobTitle?: string;
 }) {
   const requestPayload: typeof payload & { companyCode?: string } = {
     ...payload,
diff --git a/adminfront/src/locales/en.toml b/adminfront/src/locales/en.toml
index f54dafe3..4eb742fd 100644
--- a/adminfront/src/locales/en.toml
+++ b/adminfront/src/locales/en.toml
@@ -16,6 +16,7 @@ saman = "Saman"
 [domain.tenant_type]
 company = "Company"
 company_group = "Company Group"
+organization = "Organization"
 personal = "Personal"
 user_group = "User Group"
 
@@ -1282,9 +1283,12 @@ active = "Active"
 blocked = "Blocked"
 failure = "Failure"
 inactive = "Inactive"
+leave_of_absence = "Leave of absence"
 ok = "Ok"
 pending = "Pending"
+status = "Status"
 success = "Success"
+suspended = "Suspended"
 
 [test]
 key = "Test"
diff --git a/adminfront/src/locales/ko.toml b/adminfront/src/locales/ko.toml
index b9cc6a4e..63469a8f 100644
--- a/adminfront/src/locales/ko.toml
+++ b/adminfront/src/locales/ko.toml
@@ -16,6 +16,7 @@ saman = "삼안"
 [domain.tenant_type]
 company = "COMPANY (일반 기업)"
 company_group = "COMPANY_GROUP (그룹사/지주사)"
+organization = "ORGANIZATION (정규 조직)"
 personal = "PERSONAL (개인 워크스페이스)"
 user_group = "USER_GROUP (내부 부서/팀)"
 
@@ -1284,9 +1285,12 @@ active = "활성"
 blocked = "차단됨"
 failure = "실패"
 inactive = "비활성"
+leave_of_absence = "휴직"
 ok = "정상"
 pending = "준비 중"
+status = "상태"
 success = "성공"
+suspended = "정지"
 
 [test]
 key = "테스트"
diff --git a/adminfront/src/locales/template.toml b/adminfront/src/locales/template.toml
index c22f8ff8..79844871 100644
--- a/adminfront/src/locales/template.toml
+++ b/adminfront/src/locales/template.toml
@@ -16,6 +16,7 @@ saman = ""
 [domain.tenant_type]
 company = ""
 company_group = ""
+organization = ""
 personal = ""
 user_group = ""
 
@@ -1284,9 +1285,12 @@ active = ""
 blocked = ""
 failure = ""
 inactive = ""
+leave_of_absence = ""
 ok = ""
 pending = ""
+status = ""
 success = ""
+suspended = ""
 
 [test]
 key = ""
diff --git a/adminfront/tests/users.spec.ts b/adminfront/tests/users.spec.ts
index 5e6c7d3a..bd293614 100644
--- a/adminfront/tests/users.spec.ts
+++ b/adminfront/tests/users.spec.ts
@@ -703,6 +703,7 @@ test.describe("User Management", () => {
                   tenantId: "03dbe16b-e47b-4f72-927b-782807d67a35",
                   tenantSlug: "tech-planning",
                   tenantName: "기술기획",
+                  isPrimary: true,
                   isOwner: true,
                   jobTitle: "플랫폼 운영",
                   position: "책임",
@@ -724,12 +725,115 @@ test.describe("User Management", () => {
     await expect(page.getByTestId("detail-appointment-row-0")).toBeVisible();
     await expect(
       page.getByTestId("detail-appointment-tenant-owner-line-0"),
-    ).toContainText(/기술기획|조직장/);
+    ).toContainText(/기술기획|대표 조직|조직장/);
+    await expect(
+      page.getByTestId("detail-appointment-row-0").getByRole("switch", {
+        name: /대표 조직/i,
+      }),
+    ).toBeChecked();
+    await expect(
+      page.getByTestId("detail-appointment-row-0").getByRole("switch", {
+        name: /대표 조직/i,
+      }),
+    ).toBeDisabled();
     await expect(
       page.getByTestId("detail-appointment-position-line-0"),
     ).toBeVisible();
   });
 
+  test("should save selected Hanmac representative appointment from user detail", async ({
+    page,
+  }) => {
+    let updatePayload: Record<string, unknown> | undefined;
+
+    await page.route(/\/admin\/users\/u-1$/, async (route) => {
+      if (route.request().method() === "GET") {
+        return route.fulfill({
+          json: {
+            id: "u-1",
+            name: "Family User",
+            email: "family@test.com",
+            phone: "010-1111-2222",
+            loginId: "familyuser",
+            role: "user",
+            status: "active",
+            createdAt: "2026-04-01T00:00:00Z",
+            updatedAt: "2026-04-01T00:00:00Z",
+            metadata: {
+              hanmacFamily: true,
+              additionalAppointments: [
+                {
+                  tenantId: "03dbe16b-e47b-4f72-927b-782807d67a35",
+                  tenantSlug: "tech-planning",
+                  tenantName: "기술기획",
+                  isOwner: false,
+                  jobTitle: "플랫폼 운영",
+                  position: "책임",
+                },
+                {
+                  tenantId: "hanmac-team-id",
+                  tenantSlug: "hanmac-team",
+                  tenantName: "한맥팀",
+                  isOwner: true,
+                  jobTitle: "개발",
+                  position: "선임",
+                },
+              ],
+            },
+          },
+        });
+      }
+      if (route.request().method() === "PUT") {
+        updatePayload = route.request().postDataJSON();
+        return route.fulfill({
+          json: {
+            id: "u-1",
+            name: "Family User",
+            email: "family@test.com",
+            status: "active",
+          },
+        });
+      }
+      return route.fallback();
+    });
+
+    await page.goto("/users/u-1");
+    await page
+      .getByTestId("detail-appointment-row-1")
+      .getByRole("switch", { name: /대표 조직/i })
+      .click();
+    await expect(
+      page.getByTestId("detail-appointment-row-0").getByRole("switch", {
+        name: /대표 조직/i,
+      }),
+    ).not.toBeChecked();
+    await expect(
+      page.getByTestId("detail-appointment-row-1").getByRole("switch", {
+        name: /대표 조직/i,
+      }),
+    ).toBeChecked();
+    await page.locator("form").evaluate((form) => {
+      (form as HTMLFormElement).requestSubmit();
+    });
+
+    await expect.poll(() => updatePayload).toMatchObject({
+      tenantSlug: "hanmac-team",
+      primaryTenantId: "hanmac-team-id",
+      primaryTenantName: "한맥팀",
+      primaryTenantIsOwner: true,
+      metadata: {
+        primaryTenantId: "hanmac-team-id",
+        primaryTenantName: "한맥팀",
+        primaryTenantSlug: "hanmac-team",
+        primaryTenantIsOwner: true,
+        additionalAppointments: [
+          { tenantId: "03dbe16b-e47b-4f72-927b-782807d67a35", isPrimary: false },
+          { tenantId: "hanmac-team-id", isPrimary: true },
+        ],
+      },
+    });
+  });
+
   test("should show conflict error when creating with an existing Login ID", async ({
     page,
   }) => {
diff --git a/adminfront/tests/worksmobile.spec.ts b/adminfront/tests/worksmobile.spec.ts
new file mode 100644
index 00000000..0068391a
--- /dev/null
+++ b/adminfront/tests/worksmobile.spec.ts
@@ -0,0 +1,363 @@
+import { expect, test } from "@playwright/test";
+
+test.describe("Worksmobile tenant management", () => {
+  test.beforeEach(async ({ page }) => {
+    await page.addInitScript(() => {
+      window.localStorage.setItem("locale", "ko");
+      window.localStorage.setItem("admin_session", "fake-token");
+      window.localStorage.setItem("RoleSwitcher-Collapsed", "true");
+      (
+        window as Window & typeof globalThis & { _IS_TEST_MODE?: boolean }
+      )._IS_TEST_MODE = true;
+
+      const authority = "http://localhost:5000/oidc";
+      const client_id = "adminfront";
+      const key = `oidc.user:${authority}:${client_id}`;
+      const authData = {
+        access_token: "fake-token",
+        token_type: "Bearer",
+        profile: { sub: "admin-user", name: "Admin", role: "super_admin" },
+        expires_at: Math.floor(Date.now() / 1000) + 36000,
+      };
+      window.localStorage.setItem(key, JSON.stringify(authData));
+    });
+
+    await page.route("**/oidc/**", async (route) => {
+      await route.fulfill({ json: { issuer: "http://localhost:5000/oidc" } });
+    });
+  });
+
+  test("opens Worksmobile in the current tab and filters comparison rows", async ({
+    page,
+  }) => {
+    const comparisonRequests: boolean[] = [];
+    const syncRequests: string[] = [];
+
+    await page.route("**/api/v1/**", async (route) => {
+      const url = new URL(route.request().url());
+      const method = route.request().method();
+      const headers = { "Access-Control-Allow-Origin": "*" };
+
+      if (url.pathname.endsWith("/user/me")) {
+        return route.fulfill({
+          json: {
+            id: "admin-user",
+            name: "Admin",
+            role: "super_admin",
+            manageableTenants: [],
+          },
+          headers,
+        });
+      }
+
+      if (
+        url.pathname.endsWith("/admin/tenants/hanmac-family-id") &&
+        method === "GET"
+      ) {
+        return route.fulfill({
+          json: {
+            id: "hanmac-family-id",
+            name: "한맥 가족",
+            slug: "hanmac-family",
+            type: "COMPANY_GROUP",
+            status: "active",
+            parentId: null,
+          },
+          headers,
+        });
+      }
+
+      if (
+        url.pathname.endsWith("/admin/tenants/hanmac-family-id/worksmobile") &&
+        method === "GET"
+      ) {
+        return route.fulfill({
+          json: {
+            tenant: {
+              id: "hanmac-family-id",
+              name: "한맥 가족",
+              slug: "hanmac-family",
+              type: "COMPANY_GROUP",
+              status: "active",
+              memberCount: 0,
+              createdAt: "2026-05-04T00:00:00Z",
+              updatedAt: "2026-05-04T00:00:00Z",
+            },
+            config: {
+              enabled: true,
+              tokenConfigured: true,
+            },
+            recentJobs: [],
+          },
+          headers,
+        });
+      }
+
+      if (
+        url.pathname.endsWith(
+          "/admin/tenants/hanmac-family-id/worksmobile/comparison",
+        ) &&
+        method === "GET"
+      ) {
+        const includeMatched =
+          url.searchParams.get("includeMatched") === "true";
+        comparisonRequests.push(includeMatched);
+
+        return route.fulfill({
+          json: {
+            users: includeMatched
+              ? [
+                  {
+                    resourceType: "USER",
+                    baronId: "user-matched",
+                    baronName: "홍길동",
+                    baronPrimaryOrgId: "team-tech",
+                    baronPrimaryOrgName: "기술기획",
+                    worksmobileId: "works-user-matched",
+                    externalKey: "user-matched",
+                    worksmobileName: "홍길동",
+                    status: "matched",
+                    worksmobilePrimaryOrgId: "works-team-tech",
+                    worksmobilePrimaryOrgName: "WORKS 기술기획",
+                  },
+                  {
+                    resourceType: "USER",
+                    baronId: "user-missing",
+                    baronName: "김누락",
+                    status: "missing_in_worksmobile",
+                  },
+                  {
+                    resourceType: "USER",
+                    worksmobileId: "works-user-only",
+                    externalKey: "works-user-only",
+                    worksmobileName: "박웍스",
+                    status: "missing_in_baron",
+                  },
+                ]
+              : [
+                  {
+                    resourceType: "USER",
+                    baronId: "user-missing",
+                    baronName: "김누락",
+                    status: "missing_in_worksmobile",
+                  },
+                  {
+                    resourceType: "USER",
+                    worksmobileId: "works-user-only",
+                    externalKey: "works-user-only",
+                    worksmobileName: "박웍스",
+                    status: "missing_in_baron",
+                  },
+                ],
+            groups: [
+              {
+                resourceType: "GROUP",
+                baronId: "group-missing",
+                baronName: "Baron 전용 조직",
+                baronParentId: "parent-tech",
+                baronParentName: "기술본부",
+                status: "missing_in_worksmobile",
+              },
+              {
+                resourceType: "GROUP",
+                worksmobileId: "works-group-only",
+                externalKey: "works-group-only",
+                worksmobileName: "WORKS 전용 조직",
+                worksmobileParentId: "works-parent-tech",
+                worksmobileParentName: "WORKS 기술본부",
+                status: "missing_in_baron",
+              },
+            ],
+          },
+          headers,
+        });
+      }
+
+      if (
+        url.pathname.endsWith(
+          "/admin/tenants/hanmac-family-id/worksmobile/users/user-missing/sync",
+        ) &&
+        method === "POST"
+      ) {
+        syncRequests.push("user-missing");
+        return route.fulfill({
+          json: { id: "job-user-missing", resourceId: "user-missing" },
+          headers,
+        });
+      }
+
+      return route.fulfill({ json: { items: [], total: 0 }, headers });
+    });
+
+    await page.goto("/tenants/hanmac-family-id");
+    await page.getByRole("link", { name: "Worksmobile" }).click();
+
+    await expect(page).toHaveURL(/\/tenants\/hanmac-family-id\/worksmobile$/);
+    await expect(page.getByText("Baron / Works 비교")).toBeVisible();
+    await expect(page.getByText("domainMappings")).not.toBeVisible();
+    await expect(page.getByText("SCIM token")).not.toBeVisible();
+    await expect(page.getByText("김누락")).toBeVisible();
+    await expect(page.getByText("박웍스")).not.toBeVisible();
+    await expect(page.getByText("WORKS 전용 조직")).toBeVisible();
+    await expect(page.getByText("기술본부", { exact: true })).toBeVisible();
+    await expect(page.getByText("parent-tech", { exact: true })).toBeVisible();
+    await expect(page.getByText("WORKS 기술본부")).toBeVisible();
+    await expect(page.getByText("works-parent-tech")).toBeVisible();
+    await expect(page.getByText("홍길동")).not.toBeVisible();
+    expect(comparisonRequests[0]).toBe(true);
+
+    const filterButtons = page
+      .getByRole("button", {
+        name: /Baron에만 있음|WORKS에만 있음|양쪽에 다 있음/,
+      })
+      .allTextContents();
+    await expect.poll(() => filterButtons).toEqual([
+      "Baron에만 있음",
+      "WORKS에만 있음",
+      "양쪽에 다 있음",
+    ]);
+
+    await page.getByRole("button", { name: "WORKS에만 있음" }).click();
+    await expect(page.getByText("박웍스")).toBeVisible();
+    await expect(page.getByText("김누락")).toBeVisible();
+    await expect(page.getByText("홍길동")).not.toBeVisible();
+
+    await page.getByRole("button", { name: "양쪽에 다 있음" }).click();
+    await expect(page.getByText("홍길동")).toHaveCount(2);
+    await expect(page.getByText("기술기획", { exact: true })).toBeVisible();
+    await expect(page.getByText("team-tech", { exact: true })).toBeVisible();
+    await expect(page.getByText("WORKS 기술기획")).toBeVisible();
+    await expect(page.getByText("works-team-tech")).toBeVisible();
+    await expect(page.getByText("김누락")).toBeVisible();
+    await expect(page.getByText("박웍스")).toBeVisible();
+
+    await page.getByRole("button", { name: "Baron에만 있음" }).click();
+    await expect(page.getByText("홍길동")).toHaveCount(2);
+    await expect(page.getByText("김누락")).not.toBeVisible();
+    await expect(page.getByText("박웍스")).toBeVisible();
+
+    await page.getByRole("button", { name: "WORKS에만 있음" }).click();
+    await expect(page.getByText("홍길동")).toHaveCount(2);
+    await expect(page.getByText("김누락")).not.toBeVisible();
+    await expect(page.getByText("박웍스")).not.toBeVisible();
+
+    await page.getByRole("button", { name: "양쪽에 다 있음" }).click();
+    await expect(page.getByText("김누락")).toBeVisible();
+    await expect(page.getByText("박웍스")).toBeVisible();
+    await expect(page.getByText("홍길동")).toHaveCount(2);
+
+    await page.getByRole("button", { name: "Baron에만 있음" }).click();
+    await expect(page.getByText("김누락")).toBeVisible();
+    await expect(page.getByText("박웍스")).not.toBeVisible();
+    await expect(page.getByText("홍길동")).not.toBeVisible();
+
+    await page
+      .getByRole("row", { name: /김누락/ })
+      .getByRole("checkbox")
+      .check();
+    await page
+      .getByRole("button", { name: "선택 구성원 WORKS에 생성" })
+      .click();
+    await expect.poll(() => syncRequests).toEqual(["user-missing"]);
+  });
+
+  test("shows a toast when selected WORKS creation fails", async ({ page }) => {
+    await page.route("**/api/v1/**", async (route) => {
+      const url = new URL(route.request().url());
+      const method = route.request().method();
+      const headers = { "Access-Control-Allow-Origin": "*" };
+
+      if (url.pathname.endsWith("/user/me")) {
+        return route.fulfill({
+          json: { id: "admin-user", name: "Admin", role: "super_admin" },
+          headers,
+        });
+      }
+
+      if (
+        url.pathname.endsWith("/admin/tenants/hanmac-family-id") &&
+        method === "GET"
+      ) {
+        return route.fulfill({
+          json: {
+            id: "hanmac-family-id",
+            name: "한맥 가족",
+            slug: "hanmac-family",
+            parentId: null,
+          },
+          headers,
+        });
+      }
+
+      if (
+        url.pathname.endsWith("/admin/tenants/hanmac-family-id/worksmobile") &&
+        method === "GET"
+      ) {
+        return route.fulfill({
+          json: {
+            tenant: {
+              id: "hanmac-family-id",
+              name: "한맥 가족",
+              slug: "hanmac-family",
+              parentId: null,
+            },
+            config: {},
+            recentJobs: [],
+          },
+          headers,
+        });
+      }
+
+      if (
+        url.pathname.endsWith(
+          "/admin/tenants/hanmac-family-id/worksmobile/comparison",
+        ) &&
+        method === "GET"
+      ) {
+        return route.fulfill({
+          json: {
+            users: [
+              {
+                resourceType: "USER",
+                baronId: "user-fail",
+                baronName: "실패 사용자",
+                status: "missing_in_worksmobile",
+              },
+            ],
+            groups: [],
+          },
+          headers,
+        });
+      }
+
+      if (
+        url.pathname.endsWith(
+          "/admin/tenants/hanmac-family-id/worksmobile/users/user-fail/sync",
+        ) &&
+        method === "POST"
+      ) {
+        return route.fulfill({
+          status: 500,
+          json: { error: "WORKS API rejected user creation" },
+          headers,
+        });
+      }
+
+      return route.fulfill({ json: { items: [], total: 0 }, headers });
+    });
+
+    await page.goto("/tenants/hanmac-family-id/worksmobile");
+    await page
+      .getByRole("row", { name: /실패 사용자/ })
+      .getByRole("checkbox")
+      .check();
+    await page
+      .getByRole("button", { name: "선택 구성원 WORKS에 생성" })
+      .click();
+
+    await expect(page.getByText("WORKS 생성 작업 등록 실패")).toBeVisible();
+    await expect(
+      page.getByText(/WORKS API rejected user creation/),
+    ).toBeVisible();
+  });
+});
diff --git a/backend/cmd/adminctl/main.go b/backend/cmd/adminctl/main.go
new file mode 100644
index 00000000..020d4e51
--- /dev/null
+++ b/backend/cmd/adminctl/main.go
@@ -0,0 +1,176 @@
+package main
+
+import (
+	"baron-sso-backend/internal/bootstrap"
+	"baron-sso-backend/internal/idp"
+	"baron-sso-backend/internal/logger"
+	"baron-sso-backend/internal/repository"
+	"baron-sso-backend/internal/service"
+	"context"
+	"flag"
+	"fmt"
+	"log"
+	"log/slog"
+	"os"
+	"strings"
+	"time"
+
+	"github.com/joho/godotenv"
+	"gorm.io/driver/postgres"
+	"gorm.io/gorm"
+	gormLogger "gorm.io/gorm/logger"
+)
+
+type createSuperAdminConfig struct {
+	Email          string
+	Password       string
+	Name           string
+	UpdatePassword bool
+}
+
+func main() {
+	loadEnv()
+	logger.Init(logger.Config{
+		ServiceName:   "baron-sso-adminctl",
+		Environment:   getenv("APP_ENV", getenv("GO_ENV", "dev")),
+		LevelOverride: getenv("BACKEND_LOG_LEVEL", ""),
+	})
+
+	if len(os.Args) < 2 {
+		printUsage()
+		os.Exit(2)
+	}
+
+	switch os.Args[1] {
+	case "create-super-admin":
+		if err := runCreateSuperAdmin(os.Args[2:]); err != nil {
+			slog.Error("create-super-admin failed", "error", err)
+			os.Exit(1)
+		}
+	default:
+		printUsage()
+		os.Exit(2)
+	}
+}
+
+func runCreateSuperAdmin(args []string) error {
+	config, err := resolveCreateSuperAdminConfig(args)
+	if err != nil {
+		return err
+	}
+
+	db, err := openDB()
+	if err != nil {
+		return err
+	}
+	if err := bootstrap.Run(db); err != nil {
+		return err
+	}
+
+	provider, err := idp.InitializeProvider()
+	if err != nil {
+		return err
+	}
+	if provider == nil {
+		return fmt.Errorf("idp provider is required")
+	}
+
+	ctx, cancel := context.WithTimeout(context.Background(), 30*time.Second)
+	defer cancel()
+
+	result, err := bootstrap.EnsureSuperAdmin(
+		ctx,
+		service.NewKratosAdminService(),
+		bootstrap.NewGormSuperAdminStore(db, repository.NewKetoOutboxRepository(db)),
+		bootstrap.EnsureSuperAdminOptions{
+			Email:          config.Email,
+			Password:       config.Password,
+			Name:           config.Name,
+			Source:         "adminctl",
+			UpdatePassword: config.UpdatePassword,
+		},
+	)
+	if err != nil {
+		return err
+	}
+
+	fmt.Printf("super admin ensured: email=%s identity_id=%s user_id=%s identity_created=%t local_created=%t local_updated=%t password_updated=%t keto_relation_queued=%t\n",
+		result.Email,
+		result.IdentityID,
+		result.LocalUserID,
+		result.IdentityCreated,
+		result.LocalUserCreated,
+		result.LocalUserUpdated,
+		result.PasswordUpdated,
+		result.KetoRelationQueued,
+	)
+	return nil
+}
+
+func resolveCreateSuperAdminConfig(args []string) (createSuperAdminConfig, error) {
+	fs := flag.NewFlagSet("create-super-admin", flag.ContinueOnError)
+	fs.SetOutput(os.Stderr)
+
+	config := createSuperAdminConfig{}
+	fs.StringVar(&config.Email, "email", getenv("ADMIN_EMAIL", ""), "admin email")
+	fs.StringVar(&config.Password, "password", getenv("ADMIN_PASSWORD", ""), "admin password")
+	fs.StringVar(&config.Name, "name", getenv("ADMIN_NAME", "System Admin"), "admin display name")
+	fs.BoolVar(&config.UpdatePassword, "update-password", false, "update password when identity already exists")
+
+	if err := fs.Parse(args); err != nil {
+		return config, err
+	}
+
+	config.Email = strings.TrimSpace(config.Email)
+	config.Name = strings.TrimSpace(config.Name)
+	if config.Email == "" {
+		return config, fmt.Errorf("admin email is required; pass --email or set ADMIN_EMAIL")
+	}
+	if strings.TrimSpace(config.Password) == "" {
+		return config, fmt.Errorf("admin password is required; pass --password or set ADMIN_PASSWORD")
+	}
+	if config.Name == "" {
+		config.Name = "System Admin"
+	}
+	return config, nil
+}
+
+func openDB() (*gorm.DB, error) {
+	dsn := fmt.Sprintf(
+		"host=%s user=%s password=%s dbname=%s port=%s sslmode=disable TimeZone=Asia/Seoul",
+		getenv("DB_HOST", "localhost"),
+		getenv("DB_USER", "baron"),
+		getenv("DB_PASSWORD", "password"),
+		getenv("DB_NAME", "baron_sso"),
+		getenv("DB_PORT", "5432"),
+	)
+	return gorm.Open(postgres.Open(dsn), &gorm.Config{
+		Logger: gormLogger.New(
+			log.New(os.Stdout, "\r\n", log.LstdFlags),
+			gormLogger.Config{
+				SlowThreshold:             time.Second,
+				LogLevel:                  gormLogger.Warn,
+				IgnoreRecordNotFoundError: true,
+				Colorful:                  true,
+			},
+		),
+	})
+}
+
+func loadEnv() {
+	_ = godotenv.Load(".env")
+	_ = godotenv.Load("../.env")
+	_ = godotenv.Load("../../.env")
+}
+
+func getenv(key string, fallback string) string {
+	if value, ok := os.LookupEnv(key); ok {
+		return value
+	}
+	return fallback
+}
+
+func printUsage() {
+	fmt.Fprintln(os.Stderr, "usage:")
+	fmt.Fprintln(os.Stderr, "  adminctl create-super-admin [--email EMAIL] [--password PASSWORD] [--name NAME] [--update-password]")
+}
diff --git a/backend/cmd/adminctl/main_test.go b/backend/cmd/adminctl/main_test.go
new file mode 100644
index 00000000..0eb4c5f7
--- /dev/null
+++ b/backend/cmd/adminctl/main_test.go
@@ -0,0 +1,62 @@
+package main
+
+import "testing"
+
+func TestResolveCreateSuperAdminConfigUsesEnvDefaults(t *testing.T) {
+	t.Setenv("ADMIN_EMAIL", "admin@example.com")
+	t.Setenv("ADMIN_PASSWORD", "Password!123")
+	t.Setenv("ADMIN_NAME", "Env Admin")
+
+	config, err := resolveCreateSuperAdminConfig([]string{})
+	if err != nil {
+		t.Fatalf("resolveCreateSuperAdminConfig returned error: %v", err)
+	}
+
+	if config.Email != "admin@example.com" {
+		t.Fatalf("email = %q", config.Email)
+	}
+	if config.Password != "Password!123" {
+		t.Fatal("password was not read from ADMIN_PASSWORD")
+	}
+	if config.Name != "Env Admin" {
+		t.Fatalf("name = %q", config.Name)
+	}
+}
+
+func TestResolveCreateSuperAdminConfigAllowsFlagOverrides(t *testing.T) {
+	t.Setenv("ADMIN_EMAIL", "admin@example.com")
+	t.Setenv("ADMIN_PASSWORD", "Password!123")
+	t.Setenv("ADMIN_NAME", "Env Admin")
+
+	config, err := resolveCreateSuperAdminConfig([]string{
+		"--email", "flag@example.com",
+		"--password", "FlagPassword!123",
+		"--name", "Flag Admin",
+		"--update-password",
+	})
+	if err != nil {
+		t.Fatalf("resolveCreateSuperAdminConfig returned error: %v", err)
+	}
+
+	if config.Email != "flag@example.com" {
+		t.Fatalf("email = %q", config.Email)
+	}
+	if config.Password != "FlagPassword!123" {
+		t.Fatal("password flag was not used")
+	}
+	if config.Name != "Flag Admin" {
+		t.Fatalf("name = %q", config.Name)
+	}
+	if !config.UpdatePassword {
+		t.Fatal("update password flag was not set")
+	}
+}
+
+func TestResolveCreateSuperAdminConfigRequiresEmailAndPassword(t *testing.T) {
+	t.Setenv("ADMIN_EMAIL", "")
+	t.Setenv("ADMIN_PASSWORD", "")
+
+	if _, err := resolveCreateSuperAdminConfig([]string{}); err == nil {
+		t.Fatal("expected error")
+	}
+}
diff --git a/backend/cmd/server/main.go b/backend/cmd/server/main.go
index 13cfbe2b..e405c7b3 100644
--- a/backend/cmd/server/main.go
+++ b/backend/cmd/server/main.go
@@ -16,6 +16,7 @@ import (
 	"log/slog"
 	"net/url"
 	"os"
+	"path/filepath"
 	"strconv"
 	"strings"
 	"time"
@@ -39,6 +40,34 @@ func getEnv(key, fallback string) string {
 	return fallback
 }
 
+func getEnvFileOrValue(fileKey string, valueKey string, fallback string) (string, error) {
+	if path := strings.TrimSpace(getEnv(fileKey, "")); path != "" {
+		value, err := readEnvFileValue(path)
+		if err != nil {
+			return "", err
+		}
+		return value, nil
+	}
+	return getEnv(valueKey, fallback), nil
+}
+
+func readEnvFileValue(path string) (string, error) {
+	candidates := []string{path}
+	if !filepath.IsAbs(path) {
+		candidates = append(candidates, filepath.Join("..", path), filepath.Join("..", "..", path))
+	}
+
+	var lastErr error
+	for _, candidate := range candidates {
+		data, err := os.ReadFile(candidate)
+		if err == nil {
+			return string(data), nil
+		}
+		lastErr = err
+	}
+	return "", fmt.Errorf("read secret file %q: %w", path, lastErr)
+}
+
 func normalizeDocsPrefix(prefix string) string {
 	trimmed := strings.TrimSpace(prefix)
 	if trimmed == "" || trimmed == "/" {
@@ -268,11 +297,32 @@ func main() {
 	userGroupRepo := repository.NewUserGroupRepository(db)
 	userRepo := repository.NewUserRepository(db)
 	ketoOutboxRepo := repository.NewKetoOutboxRepository(db) // Reuse or re-init
+	worksmobileOutboxRepo := repository.NewWorksmobileOutboxRepository(db)
 	sharedLinkRepo := repository.NewSharedLinkRepository(db)
 	kratosAdminService := service.NewKratosAdminService()
 	oryAdminProvider := service.NewOryProvider()
 
 	tenantService := service.NewTenantService(tenantRepo, userRepo, userGroupRepo, ketoOutboxRepo)
+	worksmobilePrivateKey, err := getEnvFileOrValue("WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY_FILE", "WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY", "")
+	if err != nil {
+		slog.Error("Worksmobile private key file could not be loaded", "error", err)
+		os.Exit(1)
+	}
+	worksmobileClient := service.NewWorksmobileHTTPClientWithAuth(
+		getEnv("WORKS_ADMIN_ACCESS_TOKEN", getEnv("WORKS_ADMIN_OAUTH_ACCESS_TOKEN", "")),
+		getEnv("SAMAN_SCIM_LONGLIVE_TOKEN", ""),
+		service.WorksmobileOAuthConfig{
+			ClientID:       getEnv("WORKS_ADMIN_OAUTH_CLIENT_ID", ""),
+			ClientSecret:   getEnv("WORKS_ADMIN_OAUTH_CLIENT_SECRET", ""),
+			ServiceAccount: getEnv("WORKS_ADMIN_OAUTH_CLIENT_SERVICE_ACCOUNT", ""),
+			PrivateKey:     worksmobilePrivateKey,
+			Scope:          getEnv("WORKS_ADMIN_OAUTH_SCOPE", "directory"),
+		},
+	)
+	worksmobileService := service.NewWorksmobileSyncService(tenantService, userRepo, worksmobileOutboxRepo, worksmobileClient)
+	worksmobileRelayWorker := service.NewWorksmobileRelayWorker(worksmobileOutboxRepo, worksmobileClient)
+	go worksmobileRelayWorker.Start(context.Background())
+	slog.Info("✅ Worksmobile Relay Worker started")
 	sharedLinkService := service.NewSharedLinkService(sharedLinkRepo)
 	userGroupService := service.NewUserGroupService(userGroupRepo, userRepo, tenantRepo, ketoService, ketoOutboxRepo, kratosAdminService)
 	tenantService.SetKetoService(ketoService) // Keto 주입
@@ -301,6 +351,9 @@ func main() {
 	userGroupHandler := handler.NewUserGroupHandler(userGroupService)
 	relyingPartyHandler := handler.NewRelyingPartyHandler(relyingPartyService, kratosAdminService)
 	userHandler := handler.NewUserHandler(kratosAdminService, oryAdminProvider, tenantService, ketoService, ketoOutboxRepo, userRepo, userGroupRepo, auditRepo)
+	tenantHandler.SetWorksmobileSyncer(worksmobileService)
+	userHandler.SetWorksmobileSyncer(worksmobileService)
+	worksmobileHandler := handler.NewWorksmobileHandler(worksmobileService)
 	apiKeyHandler := handler.NewApiKeyHandler(db)
 
 	// 3. Initialize Fiber
@@ -532,6 +585,7 @@ func main() {
 
 	// Public Tenant Registration
 	api.Post("/tenants/registration", tenantHandler.RegisterTenantPublic)
+	api.Get("/admin/worksmobile/oauth/callback", worksmobileHandler.OAuthCallback)
 
 	// Tenant Context Middleware (identifies tenant from Host header)
 	api.Use(middleware.TenantContextMiddleware(middleware.TenantContextConfig{
@@ -643,6 +697,14 @@ func main() {
 	admin.Post("/tenants/:id/owners/:userId", requireAdmin, middleware.RequireKetoPermission(middleware.RBACConfig{AuthHandler: authHandler, KetoService: ketoService}, "Tenant", "manage"), tenantHandler.AddOwner)
 	admin.Delete("/tenants/:id/owners/:userId", requireAdmin, middleware.RequireKetoPermission(middleware.RBACConfig{AuthHandler: authHandler, KetoService: ketoService}, "Tenant", "manage"), tenantHandler.RemoveOwner)
 
+	admin.Get("/tenants/:tenantId/worksmobile", requireAdmin, middleware.RequireKetoPermission(middleware.RBACConfig{AuthHandler: authHandler, KetoService: ketoService}, "Tenant", "manage"), worksmobileHandler.GetOverview)
+	admin.Get("/tenants/:tenantId/worksmobile/comparison", requireAdmin, middleware.RequireKetoPermission(middleware.RBACConfig{AuthHandler: authHandler, KetoService: ketoService}, "Tenant", "manage"), worksmobileHandler.GetComparison)
+	admin.Get("/tenants/:tenantId/worksmobile/initial-passwords.csv", requireAdmin, middleware.RequireKetoPermission(middleware.RBACConfig{AuthHandler: authHandler, KetoService: ketoService}, "Tenant", "manage"), worksmobileHandler.DownloadInitialPasswordsCSV)
+	admin.Post("/tenants/:tenantId/worksmobile/backfill/dry-run", requireAdmin, middleware.RequireKetoPermission(middleware.RBACConfig{AuthHandler: authHandler, KetoService: ketoService}, "Tenant", "manage"), worksmobileHandler.BackfillDryRun)
+	admin.Post("/tenants/:tenantId/worksmobile/orgunits/:orgUnitId/sync", requireAdmin, middleware.RequireKetoPermission(middleware.RBACConfig{AuthHandler: authHandler, KetoService: ketoService}, "Tenant", "manage"), worksmobileHandler.SyncOrgUnit)
+	admin.Post("/tenants/:tenantId/worksmobile/users/:userId/sync", requireAdmin, middleware.RequireKetoPermission(middleware.RBACConfig{AuthHandler: authHandler, KetoService: ketoService}, "Tenant", "manage"), worksmobileHandler.SyncUser)
+	admin.Post("/tenants/:tenantId/worksmobile/jobs/:jobId/retry", requireAdmin, middleware.RequireKetoPermission(middleware.RBACConfig{AuthHandler: authHandler, KetoService: ketoService}, "Tenant", "manage"), worksmobileHandler.RetryJob)
+
 	// Organization & Org-Chart Management (Tenant Admin/Super Admin)
 	org := admin.Group("/tenants/:tenantId/organization")
 	org.Get("/", middleware.RequireKetoPermission(middleware.RBACConfig{AuthHandler: authHandler, KetoService: ketoService}, "Tenant", "view"), userGroupHandler.List)
diff --git a/backend/cmd/server/worksmobile_config_test.go b/backend/cmd/server/worksmobile_config_test.go
new file mode 100644
index 00000000..9dccc1c9
--- /dev/null
+++ b/backend/cmd/server/worksmobile_config_test.go
@@ -0,0 +1,39 @@
+package main
+
+import (
+	"os"
+	"path/filepath"
+	"testing"
+)
+
+func TestGetEnvFileOrValueReadsSecretFile(t *testing.T) {
+	t.Setenv("WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY", "inline-value")
+
+	secretPath := filepath.Join(t.TempDir(), "worksmobile-private-key.pem")
+	want := "-----BEGIN PRIVATE KEY-----\nsecret\n-----END PRIVATE KEY-----\n"
+	if err := os.WriteFile(secretPath, []byte(want), 0o600); err != nil {
+		t.Fatalf("failed to write secret file: %v", err)
+	}
+	t.Setenv("WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY_FILE", secretPath)
+
+	got, err := getEnvFileOrValue("WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY_FILE", "WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY", "")
+	if err != nil {
+		t.Fatalf("getEnvFileOrValue returned error: %v", err)
+	}
+	if got != want {
+		t.Fatalf("secret value = %q, want file content", got)
+	}
+}
+
+func TestGetEnvFileOrValueFallsBackToRawEnv(t *testing.T) {
+	t.Setenv("WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY", "inline-value")
+	t.Setenv("WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY_FILE", "")
+
+	got, err := getEnvFileOrValue("WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY_FILE", "WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY", "")
+	if err != nil {
+		t.Fatalf("getEnvFileOrValue returned error: %v", err)
+	}
+	if got != "inline-value" {
+		t.Fatalf("secret value = %q, want raw env value", got)
+	}
+}
diff --git a/backend/internal/bootstrap/admin_account.go b/backend/internal/bootstrap/admin_account.go
new file mode 100644
index 00000000..52b58fd4
--- /dev/null
+++ b/backend/internal/bootstrap/admin_account.go
@@ -0,0 +1,204 @@
+package bootstrap
+
+import (
+	"baron-sso-backend/internal/domain"
+	"baron-sso-backend/internal/repository"
+	"context"
+	"errors"
+	"fmt"
+	"net/mail"
+	"strings"
+	"time"
+
+	"gorm.io/gorm"
+)
+
+type SuperAdminIdentityAdmin interface {
+	FindIdentityIDByIdentifier(ctx context.Context, identifier string) (string, error)
+	CreateUser(ctx context.Context, user *domain.BrokerUser, password string) (string, error)
+	UpdateIdentityPassword(ctx context.Context, identityID, newPassword string) error
+}
+
+type SuperAdminStore interface {
+	FindUserByEmail(ctx context.Context, email string) (*domain.User, error)
+	CreateUser(ctx context.Context, user *domain.User) error
+	UpdateUserSuperAdmin(ctx context.Context, userID string, name string) (*domain.User, error)
+	EnqueueSuperAdminRelation(ctx context.Context, userID string) error
+}
+
+type EnsureSuperAdminOptions struct {
+	Email          string
+	Password       string
+	Name           string
+	Source         string
+	UpdatePassword bool
+}
+
+type EnsureSuperAdminResult struct {
+	Email              string
+	IdentityID         string
+	LocalUserID        string
+	IdentityCreated    bool
+	PasswordUpdated    bool
+	LocalUserCreated   bool
+	LocalUserUpdated   bool
+	KetoRelationQueued bool
+}
+
+func EnsureSuperAdmin(ctx context.Context, identityAdmin SuperAdminIdentityAdmin, store SuperAdminStore, opts EnsureSuperAdminOptions) (EnsureSuperAdminResult, error) {
+	email := strings.ToLower(strings.TrimSpace(opts.Email))
+	name := strings.TrimSpace(opts.Name)
+	if name == "" {
+		name = "System Admin"
+	}
+	source := strings.TrimSpace(opts.Source)
+	if source == "" {
+		source = "admin_cli"
+	}
+	result := EnsureSuperAdminResult{Email: email}
+
+	if _, err := mail.ParseAddress(email); err != nil {
+		return result, fmt.Errorf("invalid admin email: %w", err)
+	}
+	if identityAdmin == nil {
+		return result, errors.New("identity admin is required")
+	}
+	if store == nil {
+		return result, errors.New("super admin store is required")
+	}
+
+	identityID, err := identityAdmin.FindIdentityIDByIdentifier(ctx, email)
+	if err != nil {
+		return result, fmt.Errorf("find admin identity: %w", err)
+	}
+	if identityID == "" {
+		if strings.TrimSpace(opts.Password) == "" {
+			return result, errors.New("admin password is required to create identity")
+		}
+		identityID, err = identityAdmin.CreateUser(ctx, buildSuperAdminBrokerUser(email, name), opts.Password)
+		if err != nil {
+			return result, fmt.Errorf("create admin identity: %w", err)
+		}
+		result.IdentityCreated = true
+	} else if opts.UpdatePassword {
+		if strings.TrimSpace(opts.Password) == "" {
+			return result, errors.New("admin password is required to update identity password")
+		}
+		if err := identityAdmin.UpdateIdentityPassword(ctx, identityID, opts.Password); err != nil {
+			return result, fmt.Errorf("update admin identity password: %w", err)
+		}
+		result.PasswordUpdated = true
+	}
+	result.IdentityID = identityID
+
+	user, err := store.FindUserByEmail(ctx, email)
+	if err != nil {
+		return result, fmt.Errorf("find local admin user: %w", err)
+	}
+	if user == nil {
+		if identityID == "" {
+			return result, errors.New("identity id is required to create local admin user")
+		}
+		user = &domain.User{
+			ID:        identityID,
+			Email:     email,
+			Name:      name,
+			Role:      domain.RoleSuperAdmin,
+			Status:    domain.UserStatusActive,
+			CreatedAt: time.Now(),
+			UpdatedAt: time.Now(),
+			Metadata: domain.JSONMap{
+				"source": source,
+			},
+		}
+		if err := store.CreateUser(ctx, user); err != nil {
+			return result, fmt.Errorf("create local admin user: %w", err)
+		}
+		result.LocalUserCreated = true
+	} else if domain.NormalizeRole(user.Role) != domain.RoleSuperAdmin || user.Status != domain.UserStatusActive || (name != "" && user.Name != name) {
+		user, err = store.UpdateUserSuperAdmin(ctx, user.ID, name)
+		if err != nil {
+			return result, fmt.Errorf("update local admin user: %w", err)
+		}
+		result.LocalUserUpdated = true
+	}
+	result.LocalUserID = user.ID
+
+	if err := store.EnqueueSuperAdminRelation(ctx, user.ID); err != nil {
+		return result, fmt.Errorf("enqueue super admin keto relation: %w", err)
+	}
+	result.KetoRelationQueued = true
+	return result, nil
+}
+
+func buildSuperAdminBrokerUser(email, name string) *domain.BrokerUser {
+	return &domain.BrokerUser{
+		Email:       email,
+		Name:        name,
+		PhoneNumber: "",
+		Attributes: map[string]interface{}{
+			"department":      "Admin",
+			"affiliationType": "internal",
+			"companyCode":     "",
+			"grade":           "admin",
+			"role":            domain.RoleSuperAdmin,
+		},
+	}
+}
+
+type gormSuperAdminStore struct {
+	db     *gorm.DB
+	outbox repository.KetoOutboxRepository
+}
+
+func NewGormSuperAdminStore(db *gorm.DB, outbox repository.KetoOutboxRepository) SuperAdminStore {
+	return &gormSuperAdminStore{db: db, outbox: outbox}
+}
+
+func (s *gormSuperAdminStore) FindUserByEmail(ctx context.Context, email string) (*domain.User, error) {
+	var user domain.User
+	if err := s.db.WithContext(ctx).Where("email = ?", email).First(&user).Error; err != nil {
+		if errors.Is(err, gorm.ErrRecordNotFound) {
+			return nil, nil
+		}
+		return nil, err
+	}
+	return &user, nil
+}
+
+func (s *gormSuperAdminStore) CreateUser(ctx context.Context, user *domain.User) error {
+	return s.db.WithContext(ctx).Create(user).Error
+}
+
+func (s *gormSuperAdminStore) UpdateUserSuperAdmin(ctx context.Context, userID string, name string) (*domain.User, error) {
+	updates := map[string]interface{}{
+		"role":       domain.RoleSuperAdmin,
+		"status":     domain.UserStatusActive,
+		"updated_at": time.Now(),
+	}
+	if strings.TrimSpace(name) != "" {
+		updates["name"] = strings.TrimSpace(name)
+	}
+	if err := s.db.WithContext(ctx).Model(&domain.User{}).Where("id = ?", userID).Updates(updates).Error; err != nil {
+		return nil, err
+	}
+
+	var user domain.User
+	if err := s.db.WithContext(ctx).Where("id = ?", userID).First(&user).Error; err != nil {
+		return nil, err
+	}
+	return &user, nil
+}
+
+func (s *gormSuperAdminStore) EnqueueSuperAdminRelation(ctx context.Context, userID string) error {
+	if s.outbox == nil {
+		return nil
+	}
+	return s.outbox.Create(ctx, &domain.KetoOutbox{
+		Namespace: "System",
+		Object:    "global",
+		Relation:  "super_admins",
+		Subject:   "User:" + userID,
+		Action:    domain.KetoOutboxActionCreate,
+	})
+}
diff --git a/backend/internal/bootstrap/admin_account_test.go b/backend/internal/bootstrap/admin_account_test.go
new file mode 100644
index 00000000..b1b0b4dc
--- /dev/null
+++ b/backend/internal/bootstrap/admin_account_test.go
@@ -0,0 +1,159 @@
+package bootstrap
+
+import (
+	"baron-sso-backend/internal/domain"
+	"context"
+	"errors"
+	"testing"
+)
+
+func TestEnsureSuperAdminCreatesIdentityLocalUserAndKetoRelation(t *testing.T) {
+	ctx := context.Background()
+	identityAdmin := &fakeSuperAdminIdentityAdmin{createdID: "identity-1"}
+	store := &fakeSuperAdminStore{}
+
+	result, err := EnsureSuperAdmin(ctx, identityAdmin, store, EnsureSuperAdminOptions{
+		Email:    "new-admin@example.com",
+		Password: "Password!123",
+		Name:     "New Admin",
+		Source:   "test",
+	})
+
+	if err != nil {
+		t.Fatalf("EnsureSuperAdmin returned error: %v", err)
+	}
+	if !result.IdentityCreated {
+		t.Fatal("identity must be created")
+	}
+	if !result.LocalUserCreated {
+		t.Fatal("local user must be created")
+	}
+	if result.IdentityID != "identity-1" {
+		t.Fatalf("identity ID = %q, want identity-1", result.IdentityID)
+	}
+	if store.user == nil {
+		t.Fatal("local user was not stored")
+	}
+	if store.user.Email != "new-admin@example.com" {
+		t.Fatalf("local user email = %q", store.user.Email)
+	}
+	if store.user.Role != domain.RoleSuperAdmin {
+		t.Fatalf("local user role = %q, want %q", store.user.Role, domain.RoleSuperAdmin)
+	}
+	if len(store.ketoSubjects) != 1 || store.ketoSubjects[0] != "User:identity-1" {
+		t.Fatalf("keto subjects = %#v, want User:identity-1", store.ketoSubjects)
+	}
+	if identityAdmin.createdUser == nil || identityAdmin.createdUser.Attributes["role"] != domain.RoleSuperAdmin {
+		t.Fatalf("created identity attributes = %#v", identityAdmin.createdUser)
+	}
+}
+
+func TestEnsureSuperAdminPromotesExistingLocalUser(t *testing.T) {
+	ctx := context.Background()
+	identityAdmin := &fakeSuperAdminIdentityAdmin{existingID: "identity-1"}
+	store := &fakeSuperAdminStore{
+		user: &domain.User{
+			ID:     "local-user-1",
+			Email:  "existing@example.com",
+			Name:   "Existing",
+			Role:   domain.RoleUser,
+			Status: domain.UserStatusInactive,
+		},
+	}
+
+	result, err := EnsureSuperAdmin(ctx, identityAdmin, store, EnsureSuperAdminOptions{
+		Email:    "existing@example.com",
+		Password: "Password!123",
+		Name:     "Existing Admin",
+		Source:   "test",
+	})
+
+	if err != nil {
+		t.Fatalf("EnsureSuperAdmin returned error: %v", err)
+	}
+	if result.IdentityCreated {
+		t.Fatal("existing identity must not be recreated")
+	}
+	if !result.LocalUserUpdated {
+		t.Fatal("local user must be promoted")
+	}
+	if store.user.Role != domain.RoleSuperAdmin {
+		t.Fatalf("local user role = %q, want %q", store.user.Role, domain.RoleSuperAdmin)
+	}
+	if store.user.Status != domain.UserStatusActive {
+		t.Fatalf("local user status = %q, want %q", store.user.Status, domain.UserStatusActive)
+	}
+	if len(store.ketoSubjects) != 1 || store.ketoSubjects[0] != "User:local-user-1" {
+		t.Fatalf("keto subjects = %#v, want User:local-user-1", store.ketoSubjects)
+	}
+}
+
+func TestEnsureSuperAdminRequiresPasswordForNewIdentity(t *testing.T) {
+	_, err := EnsureSuperAdmin(context.Background(), &fakeSuperAdminIdentityAdmin{}, &fakeSuperAdminStore{}, EnsureSuperAdminOptions{
+		Email: "new-admin@example.com",
+		Name:  "New Admin",
+	})
+
+	if err == nil {
+		t.Fatal("expected error")
+	}
+}
+
+type fakeSuperAdminIdentityAdmin struct {
+	existingID    string
+	createdID     string
+	createdUser   *domain.BrokerUser
+	createdSecret string
+}
+
+func (f *fakeSuperAdminIdentityAdmin) FindIdentityIDByIdentifier(ctx context.Context, identifier string) (string, error) {
+	return f.existingID, nil
+}
+
+func (f *fakeSuperAdminIdentityAdmin) CreateUser(ctx context.Context, user *domain.BrokerUser, password string) (string, error) {
+	if f.createdID == "" {
+		return "", errors.New("created id is not configured")
+	}
+	f.createdUser = user
+	f.createdSecret = password
+	return f.createdID, nil
+}
+
+func (f *fakeSuperAdminIdentityAdmin) UpdateIdentityPassword(ctx context.Context, identityID string, newPassword string) error {
+	return nil
+}
+
+type fakeSuperAdminStore struct {
+	user         *domain.User
+	ketoSubjects []string
+}
+
+func (f *fakeSuperAdminStore) FindUserByEmail(ctx context.Context, email string) (*domain.User, error) {
+	if f.user == nil {
+		return nil, nil
+	}
+	return f.user, nil
+}
+
+func (f *fakeSuperAdminStore) CreateUser(ctx context.Context, user *domain.User) error {
+	copied := *user
+	f.user = &copied
+	return nil
+}
+
+func (f *fakeSuperAdminStore) UpdateUserSuperAdmin(ctx context.Context, userID string, name string) (*domain.User, error) {
+	if f.user == nil {
+		return nil, errors.New("user not found")
+	}
+	f.user.Role = domain.RoleSuperAdmin
+	f.user.Status = domain.UserStatusActive
+	if name != "" {
+		f.user.Name = name
+	}
+	return f.user, nil
+}
+
+func (f *fakeSuperAdminStore) EnqueueSuperAdminRelation(ctx context.Context, userID string) error {
+	f.ketoSubjects = append(f.ketoSubjects, "User:"+userID)
+	return nil
+}
diff --git a/backend/internal/bootstrap/bootstrap.go b/backend/internal/bootstrap/bootstrap.go
index f5229922..ddb4bfe5 100644
--- a/backend/internal/bootstrap/bootstrap.go
+++ b/backend/internal/bootstrap/bootstrap.go
@@ -45,6 +45,8 @@ func migrateSchemas(db *gorm.DB) error {
 		&domain.ClientSecret{},
 		&domain.ClientConsent{},
 		&domain.KetoOutbox{},
+		&domain.WorksmobileOutbox{},
+		&domain.WorksmobileResourceMapping{},
 		&domain.SharedLink{},
 		&domain.DeveloperRequest{},
 		&domain.RPUserMetadata{},
diff --git a/backend/internal/bootstrap/tenant_seed.go b/backend/internal/bootstrap/tenant_seed.go
index 9f57d874..84fc3575 100644
--- a/backend/internal/bootstrap/tenant_seed.go
+++ b/backend/internal/bootstrap/tenant_seed.go
@@ -288,6 +288,8 @@ func normalizeSeedTenantType(value string) string {
 		return domain.TenantTypeCompany
 	case domain.TenantTypeCompanyGroup:
 		return domain.TenantTypeCompanyGroup
+	case domain.TenantTypeOrganization:
+		return domain.TenantTypeOrganization
 	case domain.TenantTypeUserGroup:
 		return domain.TenantTypeUserGroup
 	default:
diff --git a/backend/internal/bootstrap/tenant_seed_test.go b/backend/internal/bootstrap/tenant_seed_test.go
index a29be402..06a87fff 100644
--- a/backend/internal/bootstrap/tenant_seed_test.go
+++ b/backend/internal/bootstrap/tenant_seed_test.go
@@ -7,7 +7,7 @@ import (
 	"testing"
 )
 
-func TestSeedTenantCSVDefinesOnlyRequiredRootTenants(t *testing.T) {
+func TestSeedTenantCSVDefinesWorksmobileDomainClassTenants(t *testing.T) {
 	configs, err := loadSeedTenantConfigs()
 	if err != nil {
 		t.Fatalf("loadSeedTenantConfigs returned error: %v", err)
@@ -17,12 +17,69 @@ func TestSeedTenantCSVDefinesOnlyRequiredRootTenants(t *testing.T) {
 		name       string
 		slug       string
 		tenantType string
+		parentSlug string
+		domains    []string
 	}{
 		{
 			name:       "한맥가족",
 			slug:       "hanmac-family",
 			tenantType: domain.TenantTypeCompanyGroup,
 		},
+		{
+			name:       "삼안",
+			slug:       "saman",
+			tenantType: domain.TenantTypeCompany,
+			parentSlug: "hanmac-family",
+			domains:    []string{"samaneng.com"},
+		},
+		{
+			name:       "한맥기술",
+			slug:       "hanmac",
+			tenantType: domain.TenantTypeCompany,
+			parentSlug: "hanmac-family",
+			domains:    []string{"hanmaceng.co.kr"},
+		},
+		{
+			name:       "총괄기획&기술개발센터",
+			slug:       "gpdtdc",
+			tenantType: domain.TenantTypeCompany,
+			parentSlug: "hanmac-family",
+			domains:    []string{"baroncs.co.kr"},
+		},
+		{
+			name:       "바론그룹",
+			slug:       "baron-group",
+			tenantType: domain.TenantTypeCompanyGroup,
+			parentSlug: "hanmac-family",
+		},
+		{
+			name:       "(주)장헌",
+			slug:       "jangheon",
+			tenantType: domain.TenantTypeCompany,
+			parentSlug: "baron-group",
+			domains:    []string{"jangheon.com"},
+		},
+		{
+			name:       "장헌산업",
+			slug:       "jangheon-sanup",
+			tenantType: domain.TenantTypeCompany,
+			parentSlug: "baron-group",
+			domains:    []string{"jangheon.co.kr"},
+		},
+		{
+			name:       "한라산업개발",
+			slug:       "hanlla",
+			tenantType: domain.TenantTypeCompany,
+			parentSlug: "baron-group",
+			domains:    []string{"hanllasanup.co.kr"},
+		},
+		{
+			name:       "(주)피티씨",
+			slug:       "ptc",
+			tenantType: domain.TenantTypeCompany,
+			parentSlug: "baron-group",
+			domains:    []string{"pre-cast.co.kr"},
+		},
 		{
 			name:       "Personal",
 			slug:       "personal",
@@ -45,15 +102,23 @@ func TestSeedTenantCSVDefinesOnlyRequiredRootTenants(t *testing.T) {
 		if got.Type != want.tenantType {
 			t.Fatalf("tenant[%d] type = %q, want %q", i, got.Type, want.tenantType)
 		}
-		if got.ParentSlug != "" {
-			t.Fatalf("tenant[%d] parent slug = %q, want empty root tenant", i, got.ParentSlug)
+		if got.ParentSlug != want.parentSlug {
+			t.Fatalf("tenant[%d] parent slug = %q, want %q", i, got.ParentSlug, want.parentSlug)
+		}
+		if len(got.Domains) != len(want.domains) {
+			t.Fatalf("tenant[%d] domains = %#v, want %#v", i, got.Domains, want.domains)
+		}
+		for j, wantDomain := range want.domains {
+			if got.Domains[j] != wantDomain {
+				t.Fatalf("tenant[%d] domain[%d] = %q, want %q", i, j, got.Domains[j], wantDomain)
+			}
 		}
 	}
+}
 
-	for _, tenant := range configs {
-		if tenant.Slug == "system" || tenant.Slug == "hanmac" || tenant.Slug == "saman" {
-			t.Fatalf("tenant %q must be configured by import, not seed CSV", tenant.Slug)
-		}
+func TestNormalizeSeedTenantTypeAllowsOrganization(t *testing.T) {
+	if got := normalizeSeedTenantType("organization"); got != domain.TenantTypeOrganization {
+		t.Fatalf("normalizeSeedTenantType(organization) = %q, want %q", got, domain.TenantTypeOrganization)
 	}
 }
 
diff --git a/backend/internal/domain/tenant.go b/backend/internal/domain/tenant.go
index efd747d6..ec2ef9f5 100644
--- a/backend/internal/domain/tenant.go
+++ b/backend/internal/domain/tenant.go
@@ -20,13 +20,14 @@ const (
 	TenantTypePersonal     = "PERSONAL"
 	TenantTypeCompany      = "COMPANY"
 	TenantTypeCompanyGroup = "COMPANY_GROUP"
+	TenantTypeOrganization = "ORGANIZATION"
 	TenantTypeUserGroup    = "USER_GROUP"
 )
 
 // Tenant represents a tenant model stored in PostgreSQL.
 type Tenant struct {
 	ID          string         `gorm:"primaryKey;type:uuid;default:gen_random_uuid()" json:"id"`
-	Type        string         `gorm:"not null;default:'PERSONAL'" json:"type"`   // PERSONAL, COMPANY, COMPANY_GROUP, USER_GROUP
+	Type        string         `gorm:"not null;default:'PERSONAL'" json:"type"`   // PERSONAL, COMPANY, COMPANY_GROUP, ORGANIZATION, USER_GROUP
 	ParentID    *string        `gorm:"type:uuid;index" json:"parentId,omitempty"` // 부모 테넌트 ID
 	Name        string         `gorm:"not null" json:"name"`
 	Slug        string         `gorm:"uniqueIndex;not null" json:"slug"`
diff --git a/backend/internal/domain/user.go b/backend/internal/domain/user.go
index ccfac8eb..bc9eec70 100644
--- a/backend/internal/domain/user.go
+++ b/backend/internal/domain/user.go
@@ -17,6 +17,14 @@ const (
 	RoleUser        = "user"         // 일반 사용자
 )
 
+// User statuses
+const (
+	UserStatusActive         = "active"
+	UserStatusInactive       = "inactive"
+	UserStatusSuspended      = "suspended"
+	UserStatusLeaveOfAbsence = "leave_of_absence"
+)
+
 // NormalizeRole maps legacy/synonym role values to canonical role keys.
 func NormalizeRole(role string) string {
 	normalized := strings.ToLower(strings.TrimSpace(role))
diff --git a/backend/internal/domain/worksmobile.go b/backend/internal/domain/worksmobile.go
new file mode 100644
index 00000000..a21f17d8
--- /dev/null
+++ b/backend/internal/domain/worksmobile.go
@@ -0,0 +1,72 @@
+package domain
+
+import (
+	"time"
+
+	"github.com/google/uuid"
+	"gorm.io/gorm"
+)
+
+const (
+	WorksmobileOutboxStatusPending    = "pending"
+	WorksmobileOutboxStatusProcessing = "processing"
+	WorksmobileOutboxStatusProcessed  = "processed"
+	WorksmobileOutboxStatusFailed     = "failed"
+)
+
+const (
+	WorksmobileResourceOrgUnit = "ORGUNIT"
+	WorksmobileResourceUser    = "USER"
+)
+
+const (
+	WorksmobileActionUpsert  = "UPSERT"
+	WorksmobileActionDelete  = "DELETE"
+	WorksmobileActionDryRun  = "DRY_RUN"
+	WorksmobileActionSuspend = "SUSPEND"
+)
+
+type WorksmobileOutbox struct {
+	ID            string     `gorm:"primaryKey;type:uuid;default:gen_random_uuid()" json:"id"`
+	ResourceType  string     `gorm:"not null;index:idx_worksmobile_outbox_resource" json:"resourceType"`
+	ResourceID    string     `gorm:"not null;index:idx_worksmobile_outbox_resource" json:"resourceId"`
+	Action        string     `gorm:"not null" json:"action"`
+	Payload       JSONMap    `gorm:"type:jsonb" json:"payload,omitempty"`
+	DedupeKey     string     `gorm:"uniqueIndex" json:"dedupeKey"`
+	Status        string     `gorm:"default:'pending';index" json:"status"`
+	RetryCount    int        `gorm:"default:0" json:"retryCount"`
+	LastError     string     `json:"lastError,omitempty"`
+	NextAttemptAt *time.Time `json:"nextAttemptAt,omitempty"`
+	ProcessedAt   *time.Time `json:"processedAt,omitempty"`
+	CreatedAt     time.Time  `json:"createdAt"`
+	UpdatedAt     time.Time  `json:"updatedAt"`
+}
+
+func (w *WorksmobileOutbox) BeforeCreate(tx *gorm.DB) error {
+	if w.ID == "" {
+		w.ID = uuid.NewString()
+	}
+	if w.Status == "" {
+		w.Status = WorksmobileOutboxStatusPending
+	}
+	return nil
+}
+
+type WorksmobileResourceMapping struct {
+	ID                    string     `gorm:"primaryKey;type:uuid;default:gen_random_uuid()" json:"id"`
+	BaronResourceType     string     `gorm:"not null;uniqueIndex:idx_worksmobile_mapping_baron" json:"baronResourceType"`
+	BaronResourceID       string     `gorm:"not null;uniqueIndex:idx_worksmobile_mapping_baron" json:"baronResourceId"`
+	ExternalKey           string     `gorm:"not null;uniqueIndex" json:"externalKey"`
+	WorksmobileResourceID string     `json:"worksmobileResourceId,omitempty"`
+	DomainID              int64      `json:"domainId"`
+	LastSyncedAt          *time.Time `json:"lastSyncedAt,omitempty"`
+	CreatedAt             time.Time  `json:"createdAt"`
+	UpdatedAt             time.Time  `json:"updatedAt"`
+}
+
+func (w *WorksmobileResourceMapping) BeforeCreate(tx *gorm.DB) error {
+	if w.ID == "" {
+		w.ID = uuid.NewString()
+	}
+	return nil
+}
diff --git a/backend/internal/handler/tenant_handler.go b/backend/internal/handler/tenant_handler.go
index 4dad86dc..71de9bf4 100644
--- a/backend/internal/handler/tenant_handler.go
+++ b/backend/internal/handler/tenant_handler.go
@@ -27,6 +27,7 @@ type TenantHandler struct {
 	KetoOutbox  repository.KetoOutboxRepository
 	KratosAdmin service.KratosAdminService
 	SharedLink  service.SharedLinkService
+	Worksmobile service.WorksmobileSyncer
 }
 
 func seedTenantDeleteError(c *fiber.Ctx) error {
@@ -58,6 +59,10 @@ func NewTenantHandler(db *gorm.DB, svc service.TenantService, userRepo repositor
 	}
 }
 
+func (h *TenantHandler) SetWorksmobileSyncer(syncer service.WorksmobileSyncer) {
+	h.Worksmobile = syncer
+}
+
 type tenantSummary struct {
 	ID          string         `json:"id"`
 	Type        string         `json:"type"`
@@ -393,6 +398,9 @@ func (h *TenantHandler) ImportTenantsCSV(c *fiber.Ctx) error {
 			if updated {
 				tenantIDBySlug[strings.ToLower(record.Slug)] = tenant.ID
 				result.Updated++
+				if h.Worksmobile != nil {
+					_ = h.Worksmobile.EnqueueTenantUpsertIfInScope(c.Context(), *tenant)
+				}
 				continue
 			}
 		}
@@ -410,6 +418,9 @@ func (h *TenantHandler) ImportTenantsCSV(c *fiber.Ctx) error {
 		}
 		tenantIDBySlug[strings.ToLower(record.Slug)] = tenant.ID
 		result.Created++
+		if h.Worksmobile != nil {
+			_ = h.Worksmobile.EnqueueTenantUpsertIfInScope(c.Context(), *tenant)
+		}
 	}
 
 	return c.JSON(result)
@@ -1042,6 +1053,13 @@ func (h *TenantHandler) CreateTenant(c *fiber.Ctx) error {
 	if len(normalizedDomains) > 0 {
 		summary.Domains = normalizedDomains
 	}
+	if h.Worksmobile != nil {
+		if refreshed := h.DB.Preload("Domains").First(tenant, "id = ?", tenant.ID); refreshed.Error == nil {
+			if err := h.Worksmobile.EnqueueTenantUpsertIfInScope(c.Context(), *tenant); err != nil {
+				fmt.Printf("[TenantHandler] failed to enqueue Worksmobile tenant sync: %v\n", err)
+			}
+		}
+	}
 
 	return c.Status(fiber.StatusCreated).JSON(summary)
 }
@@ -1188,6 +1206,11 @@ func (h *TenantHandler) UpdateTenant(c *fiber.Ctx) error {
 
 	// Refetch to get updated relations
 	h.DB.Preload("Domains").First(&tenant, "id = ?", tenant.ID)
+	if h.Worksmobile != nil {
+		if err := h.Worksmobile.EnqueueTenantUpsertIfInScope(c.Context(), tenant); err != nil {
+			fmt.Printf("[TenantHandler] failed to enqueue Worksmobile tenant update sync: %v\n", err)
+		}
+	}
 
 	return c.JSON(mapTenantSummary(tenant))
 }
@@ -1222,6 +1245,11 @@ func (h *TenantHandler) DeleteTenant(c *fiber.Ctx) error {
 	if err := h.DB.Delete(&tenant).Error; err != nil {
 		return errorJSON(c, fiber.StatusInternalServerError, err.Error())
 	}
+	if h.Worksmobile != nil {
+		if err := h.Worksmobile.EnqueueTenantDeleteIfInScope(c.Context(), tenant); err != nil {
+			fmt.Printf("[TenantHandler] failed to enqueue Worksmobile tenant delete sync: %v\n", err)
+		}
+	}
 
 	return c.SendStatus(fiber.StatusNoContent)
 }
@@ -1581,7 +1609,7 @@ func normalizeTenantStatus(value string) string {
 func normalizeTenantType(value string) string {
 	value = strings.ToUpper(strings.TrimSpace(value))
 	switch value {
-	case domain.TenantTypePersonal, domain.TenantTypeCompany, domain.TenantTypeCompanyGroup, domain.TenantTypeUserGroup:
+	case domain.TenantTypePersonal, domain.TenantTypeCompany, domain.TenantTypeCompanyGroup, domain.TenantTypeOrganization, domain.TenantTypeUserGroup:
 		return value
 	default:
 		return ""
diff --git a/backend/internal/handler/tenant_handler_test.go b/backend/internal/handler/tenant_handler_test.go
index 96282ef5..be6725e0 100644
--- a/backend/internal/handler/tenant_handler_test.go
+++ b/backend/internal/handler/tenant_handler_test.go
@@ -383,7 +383,7 @@ func TestTenantHandler_ImportTenantsCSVResolvesParentSlugToID(t *testing.T) {
 	writer := multipart.NewWriter(&body)
 	part, err := writer.CreateFormFile("file", "tenants.csv")
 	assert.NoError(t, err)
-	_, err = part.Write([]byte("name,type,parent_tenant_slug,slug,memo,email_domain\nParent Tenant,COMPANY,,parent-slug,,\nChild Tenant,USER_GROUP,parent-slug,child-slug,,\n"))
+	_, err = part.Write([]byte("name,type,parent_tenant_slug,slug,memo,email_domain\nParent Tenant,COMPANY,,parent-slug,,\nChild Tenant,ORGANIZATION,parent-slug,child-slug,,\n"))
 	assert.NoError(t, err)
 	assert.NoError(t, writer.Close())
 
@@ -405,7 +405,7 @@ func TestTenantHandler_ImportTenantsCSVResolvesParentSlugToID(t *testing.T) {
 		mock.Anything,
 		"Child Tenant",
 		"child-slug",
-		domain.TenantTypeUserGroup,
+		domain.TenantTypeOrganization,
 		"",
 		[]string{},
 		mock.MatchedBy(func(got *string) bool {
@@ -426,6 +426,10 @@ func TestTenantHandler_ImportTenantsCSVResolvesParentSlugToID(t *testing.T) {
 	mockSvc.AssertExpectations(t)
 }
 
+func TestNormalizeTenantTypeAllowsOrganization(t *testing.T) {
+	assert.Equal(t, domain.TenantTypeOrganization, normalizeTenantType("organization"))
+}
+
 func TestTenantCSVAllowedDomainsRoundTrip(t *testing.T) {
 	records, err := parseTenantCSVRecords(strings.NewReader(
 		"name,type,parent_tenant_slug,slug,memo,email_domain\n" +
diff --git a/backend/internal/handler/user_handler.go b/backend/internal/handler/user_handler.go
index a4b1a885..f609c850 100644
--- a/backend/internal/handler/user_handler.go
+++ b/backend/internal/handler/user_handler.go
@@ -36,6 +36,7 @@ type UserHandler struct {
 	UserRepo       repository.UserRepository
 	UserGroupRepo  repository.UserGroupRepository
 	AuditRepo      domain.AuditRepository
+	Worksmobile    service.WorksmobileSyncer
 }
 
 func NewUserHandler(kratosAdmin service.KratosAdminService, oryProvider OryProviderAPI, tenantService service.TenantService, ketoService service.KetoService, ketoOutboxRepo repository.KetoOutboxRepository, userRepo repository.UserRepository, userGroupRepo repository.UserGroupRepository, auditRepo domain.AuditRepository) *UserHandler {
@@ -51,6 +52,97 @@ func NewUserHandler(kratosAdmin service.KratosAdminService, oryProvider OryProvi
 	}
 }
 
+func (h *UserHandler) SetWorksmobileSyncer(syncer service.WorksmobileSyncer) {
+	h.Worksmobile = syncer
+}
+
+func mergeUserAppointmentMetadata(metadata map[string]any, appointments []map[string]any, primaryTenantID string, primaryTenantName string, primaryTenantIsOwner *bool) map[string]any {
+	if metadata == nil {
+		metadata = map[string]any{}
+	}
+	if len(appointments) > 0 {
+		values := make([]any, 0, len(appointments))
+		for _, appointment := range appointments {
+			values = append(values, appointment)
+		}
+		metadata["additionalAppointments"] = values
+	}
+	if strings.TrimSpace(primaryTenantID) != "" {
+		metadata["primaryTenantId"] = strings.TrimSpace(primaryTenantID)
+	}
+	if strings.TrimSpace(primaryTenantName) != "" {
+		metadata["primaryTenantName"] = strings.TrimSpace(primaryTenantName)
+	}
+	if primaryTenantIsOwner != nil {
+		metadata["primaryTenantIsOwner"] = *primaryTenantIsOwner
+	}
+	return metadata
+}
+
+func primaryTenantIDFromRequest(primaryTenantID string, metadata map[string]any, appointments []map[string]any) string {
+	if value := strings.TrimSpace(primaryTenantID); value != "" {
+		return value
+	}
+	if value := normalizeMetadataString(metadata["primaryTenantId"]); value != "" {
+		return value
+	}
+	for _, appointment := range appointments {
+		if isPrimary, ok := metadataBoolFromMap(appointment, "isPrimary", "primary"); ok && isPrimary {
+			if value := normalizeMetadataString(appointment["tenantId"]); value != "" {
+				return value
+			}
+		}
+	}
+	if len(appointments) > 0 {
+		return normalizeMetadataString(appointments[0]["tenantId"])
+	}
+	if raw, ok := metadata["additionalAppointments"].([]any); ok {
+		for _, item := range raw {
+			appointment, ok := item.(map[string]any)
+			if !ok {
+				continue
+			}
+			if isPrimary, ok := metadataBoolFromMap(appointment, "isPrimary", "primary"); ok && isPrimary {
+				if value := normalizeMetadataString(appointment["tenantId"]); value != "" {
+					return value
+				}
+			}
+		}
+		if len(raw) > 0 {
+			if appointment, ok := raw[0].(map[string]any); ok {
+				return normalizeMetadataString(appointment["tenantId"])
+			}
+		}
+	}
+	return ""
+}
+
+func metadataBoolFromMap(metadata map[string]any, keys ...string) (bool, bool) {
+	for _, key := range keys {
+		value, ok := metadata[key]
+		if !ok {
+			continue
+		}
+		switch v := value.(type) {
+		case bool:
+			return v, true
+		case string:
+			normalized := strings.ToLower(strings.TrimSpace(v))
+			if normalized == "true" || normalized == "1" || normalized == "yes" {
+				return true, true
+			}
+			if normalized == "false" || normalized == "0" || normalized == "no" {
+				return false, true
+			}
+		case float64:
+			return v != 0, true
+		case int:
+			return v != 0, true
+		}
+	}
+	return false, false
+}
+
 type userSummary struct {
 	ID              string          `json:"id"`
 	Email           string          `json:"email"`
@@ -331,21 +423,26 @@ func (h *UserHandler) CreateUser(c *fiber.Ctx) error {
 	}
 
 	var req struct {
-		Email       string         `json:"email"`
-		LoginID     string         `json:"loginId"`
-		Password    string         `json:"password"`
-		Name        string         `json:"name"`
-		Phone       string         `json:"phone"`
-		Role        string         `json:"role"`
-		CompanyCode string         `json:"companyCode"`
-		Department  string         `json:"department"`
-		Position    string         `json:"position"`
-		JobTitle    string         `json:"jobTitle"`
-		Metadata    map[string]any `json:"metadata"`
+		Email                  string           `json:"email"`
+		LoginID                string           `json:"loginId"`
+		Password               string           `json:"password"`
+		Name                   string           `json:"name"`
+		Phone                  string           `json:"phone"`
+		Role                   string           `json:"role"`
+		CompanyCode            string           `json:"companyCode"`
+		Department             string           `json:"department"`
+		Position               string           `json:"position"`
+		JobTitle               string           `json:"jobTitle"`
+		PrimaryTenantID        string           `json:"primaryTenantId"`
+		PrimaryTenantName      string           `json:"primaryTenantName"`
+		PrimaryTenantIsOwner   *bool            `json:"primaryTenantIsOwner"`
+		AdditionalAppointments []map[string]any `json:"additionalAppointments"`
+		Metadata               map[string]any   `json:"metadata"`
 	}
 	if err := c.BodyParser(&req); err != nil {
 		return errorJSON(c, fiber.StatusBadRequest, "invalid request body")
 	}
+	req.Metadata = mergeUserAppointmentMetadata(req.Metadata, req.AdditionalAppointments, req.PrimaryTenantID, req.PrimaryTenantName, req.PrimaryTenantIsOwner)
 
 	email := strings.TrimSpace(req.Email)
 	if email == "" {
@@ -411,6 +508,14 @@ func (h *UserHandler) CreateUser(c *fiber.Ctx) error {
 
 	// [Resolve TenantID and Custom Login IDs before Kratos creation]
 	var tenantID string
+	if req.CompanyCode == "" && h.TenantService != nil {
+		if primaryTenantID := primaryTenantIDFromRequest(req.PrimaryTenantID, req.Metadata, req.AdditionalAppointments); primaryTenantID != "" {
+			if tenant, err := h.TenantService.GetTenant(c.Context(), primaryTenantID); err == nil && tenant != nil {
+				tenantID = tenant.ID
+				req.CompanyCode = tenant.Slug
+			}
+		}
+	}
 	if req.CompanyCode != "" && h.TenantService != nil {
 		if tenant, err := h.TenantService.GetTenantBySlug(c.Context(), req.CompanyCode); err == nil && tenant != nil {
 			tenantID = tenant.ID
@@ -421,6 +526,7 @@ func (h *UserHandler) CreateUser(c *fiber.Ctx) error {
 	loginIDRecords := syncCustomLoginIDs(c.Context(), h.TenantService, attributes, req.Metadata, "")
 
 	attributes["role"] = role
+	attributes["companyCode"] = req.CompanyCode
 	if tenantID != "" {
 		attributes["tenant_id"] = tenantID
 	}
@@ -495,6 +601,11 @@ func (h *UserHandler) CreateUser(c *fiber.Ctx) error {
 		if err := h.UserRepo.Update(c.Context(), localUser); err != nil {
 			slog.Error("[UserHandler] Failed to sync new user to local DB", "email", localUser.Email, "error", err)
 		}
+		if h.Worksmobile != nil {
+			if err := h.Worksmobile.EnqueueUserUpsertIfInScope(c.Context(), *localUser); err != nil {
+				slog.Warn("[UserHandler] Failed to enqueue Worksmobile user sync", "userID", localUser.ID, "error", err)
+			}
+		}
 
 		// Update User Login IDs in local DB
 		for i := range loginIDRecords {
@@ -796,6 +907,11 @@ func (h *UserHandler) BulkCreateUsers(c *fiber.Ctx) error {
 			if err := h.UserRepo.Update(c.Context(), localUser); err != nil {
 				slog.Error("Failed to sync bulk user to local DB", "email", email, "error", err)
 			}
+			if h.Worksmobile != nil {
+				if err := h.Worksmobile.EnqueueUserUpsertIfInScope(c.Context(), *localUser); err != nil {
+					slog.Warn("Failed to enqueue Worksmobile bulk user sync", "userID", localUser.ID, "error", err)
+				}
+			}
 
 			// Update User Login IDs in local DB
 			for i := range loginIDRecords {
@@ -1170,6 +1286,11 @@ func (h *UserHandler) BulkUpdateUsers(c *fiber.Ctx) error {
 			}
 
 			_ = h.UserRepo.Update(c.Context(), localUser)
+			if h.Worksmobile != nil {
+				if err := h.Worksmobile.EnqueueUserUpsertIfInScope(c.Context(), *localUser); err != nil {
+					slog.Warn("Failed to enqueue Worksmobile bulk user update sync", "userID", localUser.ID, "error", err)
+				}
+			}
 
 			// [Keto Sync]
 			if h.KetoOutboxRepo != nil {
@@ -1244,6 +1365,12 @@ func (h *UserHandler) BulkDeleteUsers(c *fiber.Ctx) error {
 			results = append(results, map[string]any{"id": id, "success": false, "message": err.Error()})
 			continue
 		}
+		if h.Worksmobile != nil {
+			localUser := h.mapToLocalUser(*identity)
+			if err := h.Worksmobile.EnqueueUserDeleteIfInScope(c.Context(), *localUser); err != nil {
+				slog.Warn("Failed to enqueue Worksmobile bulk user delete", "userID", id, "error", err)
+			}
+		}
 
 		// Local DB Sync
 		if h.UserRepo != nil {
@@ -1298,21 +1425,26 @@ func (h *UserHandler) UpdateUser(c *fiber.Ctx) error {
 	}
 
 	var req struct {
-		LoginID     *string        `json:"loginId"`
-		Password    *string        `json:"password"`
-		Name        *string        `json:"name"`
-		Phone       *string        `json:"phone"`
-		Role        *string        `json:"role"`
-		Status      *string        `json:"status"`
-		CompanyCode *string        `json:"companyCode"`
-		Department  *string        `json:"department"`
-		Position    *string        `json:"position"`
-		JobTitle    *string        `json:"jobTitle"`
-		Metadata    map[string]any `json:"metadata"`
+		LoginID                *string          `json:"loginId"`
+		Password               *string          `json:"password"`
+		Name                   *string          `json:"name"`
+		Phone                  *string          `json:"phone"`
+		Role                   *string          `json:"role"`
+		Status                 *string          `json:"status"`
+		CompanyCode            *string          `json:"companyCode"`
+		Department             *string          `json:"department"`
+		Position               *string          `json:"position"`
+		JobTitle               *string          `json:"jobTitle"`
+		PrimaryTenantID        string           `json:"primaryTenantId"`
+		PrimaryTenantName      string           `json:"primaryTenantName"`
+		PrimaryTenantIsOwner   *bool            `json:"primaryTenantIsOwner"`
+		AdditionalAppointments []map[string]any `json:"additionalAppointments"`
+		Metadata               map[string]any   `json:"metadata"`
 	}
 	if err := c.BodyParser(&req); err != nil {
 		return errorJSON(c, fiber.StatusBadRequest, "invalid request body")
 	}
+	req.Metadata = mergeUserAppointmentMetadata(req.Metadata, req.AdditionalAppointments, req.PrimaryTenantID, req.PrimaryTenantName, req.PrimaryTenantIsOwner)
 
 	// [New] Tenant Admin restriction: Cannot change companyCode
 	if requester != nil && domain.NormalizeRole(requester.Role) == domain.RoleTenantAdmin {
@@ -1510,11 +1642,19 @@ func (h *UserHandler) UpdateUser(c *fiber.Ctx) error {
 	// [New] Local DB Sync - Sync synchronously to ensure immediate consistency for the caller
 	if h.UserRepo != nil {
 		updatedLocalUser := h.mapToLocalUser(*updated)
+		if req.Status != nil {
+			updatedLocalUser.Status = normalizeStatus(*req.Status)
+		}
 
 		ctx := context.Background() // Use request context if appropriate, but sync must finish
 		if err := h.UserRepo.Update(ctx, updatedLocalUser); err != nil {
 			slog.Error("[UserHandler] Failed to sync updated user to local DB", "userID", updatedLocalUser.ID, "error", err)
 		}
+		if h.Worksmobile != nil {
+			if err := h.Worksmobile.EnqueueUserUpsertIfInScope(ctx, *updatedLocalUser); err != nil {
+				slog.Warn("[UserHandler] Failed to enqueue Worksmobile updated user sync", "userID", updatedLocalUser.ID, "error", err)
+			}
+		}
 
 		// Update User Login IDs in local DB
 		if err := h.UserRepo.UpdateUserLoginIDs(ctx, updatedLocalUser.ID, loginIDRecords); err != nil {
@@ -1628,9 +1768,15 @@ func (h *UserHandler) DeleteUser(c *fiber.Ctx) error {
 		return errorJSON(c, fiber.StatusForbidden, "cannot delete your own account for safety")
 	}
 
+	var identity *service.KratosIdentity
+	if requester != nil && domain.NormalizeRole(requester.Role) == domain.RoleTenantAdmin || h.Worksmobile != nil {
+		found, err := h.KratosAdmin.GetIdentity(c.Context(), userID)
+		if err == nil {
+			identity = found
+		}
+	}
 	if requester != nil && domain.NormalizeRole(requester.Role) == domain.RoleTenantAdmin {
-		identity, err := h.KratosAdmin.GetIdentity(c.Context(), userID)
-		if err == nil && identity != nil {
+		if identity != nil {
 			compCode := extractTraitString(identity.Traits, "companyCode")
 			if requester.CompanyCode == "" || compCode != requester.CompanyCode {
 				return errorJSON(c, fiber.StatusForbidden, "forbidden: cannot delete user in another tenant")
@@ -1641,6 +1787,12 @@ func (h *UserHandler) DeleteUser(c *fiber.Ctx) error {
 	if err := h.KratosAdmin.DeleteIdentity(c.Context(), userID); err != nil {
 		return errorJSON(c, fiber.StatusInternalServerError, err.Error())
 	}
+	if h.Worksmobile != nil && identity != nil {
+		localUser := h.mapToLocalUser(*identity)
+		if err := h.Worksmobile.EnqueueUserDeleteIfInScope(c.Context(), *localUser); err != nil {
+			slog.Warn("[UserHandler] Failed to enqueue Worksmobile user delete", "userID", userID, "error", err)
+		}
+	}
 
 	// [Keto] Cleanup relations via Outbox
 	if h.KetoOutboxRepo != nil {
@@ -2041,11 +2193,17 @@ func formatTime(value time.Time) string {
 
 func normalizeStatus(state string) string {
 	state = strings.ToLower(strings.TrimSpace(state))
-	if state == "inactive" || state == "blocked" || state == "active" {
+	if state == "blocked" {
+		return domain.UserStatusInactive
+	}
+	if state == domain.UserStatusInactive ||
+		state == domain.UserStatusSuspended ||
+		state == domain.UserStatusLeaveOfAbsence ||
+		state == domain.UserStatusActive {
 		return state
 	}
 	if state == "" {
-		return "active"
+		return domain.UserStatusActive
 	}
 	return state
 }
@@ -2056,10 +2214,15 @@ func normalizeKratosState(status *string) string {
 	}
 	value := strings.ToLower(strings.TrimSpace(*status))
 	if value == "blocked" {
-		return "inactive"
+		return domain.UserStatusInactive
 	}
-	if value == "active" || value == "inactive" {
-		return value
+	if value == domain.UserStatusActive {
+		return domain.UserStatusActive
+	}
+	if value == domain.UserStatusInactive ||
+		value == domain.UserStatusSuspended ||
+		value == domain.UserStatusLeaveOfAbsence {
+		return domain.UserStatusInactive
 	}
 	return ""
 }
diff --git a/backend/internal/handler/user_handler_test.go b/backend/internal/handler/user_handler_test.go
index beb3ec50..e8a08967 100644
--- a/backend/internal/handler/user_handler_test.go
+++ b/backend/internal/handler/user_handler_test.go
@@ -97,6 +97,27 @@ func (m *MockOryProvider) GetPasswordPolicy() (*domain.PasswordPolicy, error) {
 	return args.Get(0).(*domain.PasswordPolicy), args.Error(1)
 }
 
+type fakeUserHandlerWorksmobileSyncer struct {
+	upserts []domain.User
+}
+
+func (f *fakeUserHandlerWorksmobileSyncer) EnqueueTenantUpsertIfInScope(ctx context.Context, tenant domain.Tenant) error {
+	return nil
+}
+
+func (f *fakeUserHandlerWorksmobileSyncer) EnqueueTenantDeleteIfInScope(ctx context.Context, tenant domain.Tenant) error {
+	return nil
+}
+
+func (f *fakeUserHandlerWorksmobileSyncer) EnqueueUserUpsertIfInScope(ctx context.Context, user domain.User) error {
+	f.upserts = append(f.upserts, user)
+	return nil
+}
+
+func (f *fakeUserHandlerWorksmobileSyncer) EnqueueUserDeleteIfInScope(ctx context.Context, user domain.User) error {
+	return nil
+}
+
 type MockTenantServiceForUser struct {
 	mock.Mock
 	service.TenantService
@@ -576,7 +597,9 @@ func TestUserHandler_CreateUser_HanmacEmailPolicyBlocksDuplicateLocalPart(t *tes
 func TestUserHandler_BulkUpdateUsers(t *testing.T) {
 	app := fiber.New()
 	mockKratos := new(MockKratosAdmin)
-	h := &UserHandler{KratosAdmin: mockKratos}
+	mockRepo := new(MockUserRepoForHandler)
+	worksmobile := &fakeUserHandlerWorksmobileSyncer{}
+	h := &UserHandler{KratosAdmin: mockKratos, UserRepo: mockRepo, Worksmobile: worksmobile}
 
 	app.Put("/users/bulk", func(c *fiber.Ctx) error {
 		c.Locals("user_profile", &domain.UserProfileResponse{Role: domain.RoleSuperAdmin})
@@ -585,10 +608,18 @@ func TestUserHandler_BulkUpdateUsers(t *testing.T) {
 
 	t.Run("Success - Update Role and Status", func(t *testing.T) {
 		mockKratos.On("GetIdentity", mock.Anything, "u-1").Return(&service.KratosIdentity{
-			ID: "u-1", Traits: map[string]interface{}{"email": "u1@test.com"}, State: "active",
+			ID: "u-1", Traits: map[string]interface{}{"email": "u1@test.com", "tenant_id": "tenant-1"}, State: "active",
 		}, nil).Once()
 
-		mockKratos.On("UpdateIdentity", mock.Anything, "u-1", mock.Anything, "inactive").Return(&service.KratosIdentity{}, nil).Once()
+		mockKratos.On("UpdateIdentity", mock.Anything, "u-1", mock.Anything, "inactive").Return(&service.KratosIdentity{
+			ID: "u-1",
+			Traits: map[string]interface{}{
+				"email":     "u1@test.com",
+				"name":      "Bulk User",
+				"tenant_id": "tenant-1",
+			},
+			State: "inactive",
+		}, nil).Once()
 
 		status := "inactive"
 		payload := map[string]interface{}{
@@ -606,6 +637,9 @@ func TestUserHandler_BulkUpdateUsers(t *testing.T) {
 		json.NewDecoder(resp.Body).Decode(&result)
 		results := result["results"].([]interface{})
 		assert.True(t, results[0].(map[string]interface{})["success"].(bool))
+		assert.Len(t, worksmobile.upserts, 1)
+		assert.Equal(t, "u-1", worksmobile.upserts[0].ID)
+		assert.Equal(t, domain.UserStatusInactive, worksmobile.upserts[0].Status)
 	})
 }
 
@@ -1033,6 +1067,74 @@ func TestUserHandler_CreateUser_LoginIDSync(t *testing.T) {
 	})
 }
 
+func TestUserHandler_CreateUser_UsesAdditionalAppointmentAsPrimaryTenant(t *testing.T) {
+	app := fiber.New()
+	mockKratos := new(MockKratosAdmin)
+	mockOry := new(MockOryProvider)
+	mockTenant := new(MockTenantServiceForUser)
+	mockRepo := new(MockUserRepoForHandler)
+	worksmobile := &fakeUserHandlerWorksmobileSyncer{}
+	h := &UserHandler{
+		KratosAdmin:   mockKratos,
+		OryProvider:   mockOry,
+		TenantService: mockTenant,
+		UserRepo:      mockRepo,
+		Worksmobile:   worksmobile,
+	}
+	app.Post("/users", h.CreateUser)
+
+	tenantID := "33333333-3333-3333-3333-333333333333"
+	mockTenant.On("GetTenant", mock.Anything, tenantID).Return(&domain.Tenant{
+		ID:   tenantID,
+		Slug: "saman",
+	}, nil)
+	mockTenant.On("GetTenantBySlug", mock.Anything, "saman").Return(&domain.Tenant{
+		ID:   tenantID,
+		Slug: "saman",
+	}, nil)
+	mockTenant.On("ListTenants", mock.Anything, 10000, 0, "").Return([]domain.Tenant{}, int64(0), nil)
+	mockOry.On("GetPasswordPolicy").Return(&domain.PasswordPolicy{MinLength: 8}, nil)
+	mockOry.On("CreateUser", mock.MatchedBy(func(user *domain.BrokerUser) bool {
+		return user.Attributes["tenant_id"] == tenantID &&
+			user.Attributes["companyCode"] == "saman" &&
+			user.Attributes["additionalAppointments"] != nil
+	}), mock.Anything).Return("u-appointment", nil).Once()
+	mockKratos.On("GetIdentity", mock.Anything, "u-appointment").Return(&service.KratosIdentity{
+		ID: "u-appointment",
+		Traits: map[string]interface{}{
+			"email":       "new@samaneng.com",
+			"name":        "Appointment User",
+			"companyCode": "saman",
+			"tenant_id":   tenantID,
+			"additionalAppointments": []interface{}{
+				map[string]interface{}{"tenantId": tenantID, "tenantSlug": "saman"},
+			},
+		},
+		State: "active",
+	}, nil).Once()
+
+	payload := map[string]interface{}{
+		"email": "new@samaneng.com",
+		"name":  "Appointment User",
+		"additionalAppointments": []map[string]interface{}{
+			{"tenantId": tenantID, "tenantSlug": "saman", "tenantName": "삼안"},
+		},
+		"metadata": map[string]interface{}{
+			"userType": "hanmac",
+		},
+	}
+	body, _ := json.Marshal(payload)
+	req := httptest.NewRequest("POST", "/users", bytes.NewReader(body))
+	req.Header.Set("Content-Type", "application/json")
+
+	resp, _ := app.Test(req)
+
+	assert.Equal(t, 201, resp.StatusCode)
+	assert.Len(t, worksmobile.upserts, 1)
+	assert.Equal(t, tenantID, *worksmobile.upserts[0].TenantID)
+	mockOry.AssertExpectations(t)
+}
+
 func (m *MockKratosAdmin) CreateUser(ctx context.Context, user *domain.BrokerUser, password string) (string, error) {
 	return "", nil
 }
diff --git a/backend/internal/handler/worksmobile_handler.go b/backend/internal/handler/worksmobile_handler.go
new file mode 100644
index 00000000..c019d95c
--- /dev/null
+++ b/backend/internal/handler/worksmobile_handler.go
@@ -0,0 +1,132 @@
+package handler
+
+import (
+	"baron-sso-backend/internal/service"
+	"bytes"
+	"context"
+	"encoding/csv"
+	"errors"
+	"log/slog"
+	"strings"
+
+	"github.com/gofiber/fiber/v2"
+)
+
+type WorksmobileHandler struct {
+	Service service.WorksmobileAdminService
+}
+
+func NewWorksmobileHandler(svc service.WorksmobileAdminService) *WorksmobileHandler {
+	return &WorksmobileHandler{Service: svc}
+}
+
+func (h *WorksmobileHandler) GetOverview(c *fiber.Ctx) error {
+	overview, err := h.Service.GetTenantOverview(c.Context(), strings.TrimSpace(c.Params("tenantId")))
+	if err != nil {
+		return worksmobileGuardError(c, err, "get_overview")
+	}
+	if !worksmobileOverviewAllowed(overview) {
+		return errorJSON(c, fiber.StatusNotFound, "worksmobile is only available for hanmac-family root tenant")
+	}
+	return c.JSON(overview)
+}
+
+func (h *WorksmobileHandler) GetComparison(c *fiber.Ctx) error {
+	includeMatched := strings.EqualFold(strings.TrimSpace(c.Query("includeMatched")), "true")
+	comparison, err := h.Service.GetComparison(c.Context(), strings.TrimSpace(c.Params("tenantId")), includeMatched)
+	if err != nil {
+		return worksmobileGuardError(c, err, "get_comparison")
+	}
+	return c.JSON(comparison)
+}
+
+func (h *WorksmobileHandler) OAuthCallback(c *fiber.Ctx) error {
+	return c.Type("html").SendString("<!doctype html><html><body>Worksmobile OAuth callback reachable</body></html>")
+}
+
+func (h *WorksmobileHandler) BackfillDryRun(c *fiber.Ctx) error {
+	result, err := h.Service.EnqueueBackfillDryRun(c.Context(), strings.TrimSpace(c.Params("tenantId")))
+	if err != nil {
+		return worksmobileGuardError(c, err, "backfill_dry_run")
+	}
+	return c.JSON(result)
+}
+
+func (h *WorksmobileHandler) SyncOrgUnit(c *fiber.Ctx) error {
+	orgUnitID := strings.TrimSpace(c.Params("orgUnitId"))
+	job, err := h.Service.EnqueueOrgUnitSync(c.Context(), strings.TrimSpace(c.Params("tenantId")), orgUnitID)
+	if err != nil {
+		return worksmobileGuardError(c, err, "sync_orgunit", "org_unit_id", orgUnitID)
+	}
+	return c.Status(fiber.StatusAccepted).JSON(job)
+}
+
+func (h *WorksmobileHandler) SyncUser(c *fiber.Ctx) error {
+	userID := strings.TrimSpace(c.Params("userId"))
+	job, err := h.Service.EnqueueUserSync(c.Context(), strings.TrimSpace(c.Params("tenantId")), userID)
+	if err != nil {
+		return worksmobileGuardError(c, err, "sync_user", "user_id", userID)
+	}
+	return c.Status(fiber.StatusAccepted).JSON(job)
+}
+
+func (h *WorksmobileHandler) RetryJob(c *fiber.Ctx) error {
+	jobID := strings.TrimSpace(c.Params("jobId"))
+	job, err := h.Service.RetryJob(c.Context(), strings.TrimSpace(c.Params("tenantId")), jobID)
+	if err != nil {
+		return worksmobileGuardError(c, err, "retry_job", "job_id", jobID)
+	}
+	return c.JSON(job)
+}
+
+func (h *WorksmobileHandler) DownloadInitialPasswordsCSV(c *fiber.Ctx) error {
+	credentials, err := h.Service.ListInitialPasswordCredentials(c.Context(), strings.TrimSpace(c.Params("tenantId")))
+	if err != nil {
+		return worksmobileGuardError(c, err, "download_initial_passwords")
+	}
+
+	var buf bytes.Buffer
+	writer := csv.NewWriter(&buf)
+	if err := writer.Write([]string{"email", "initialPassword", "status", "lastError"}); err != nil {
+		return errorJSON(c, fiber.StatusInternalServerError, err.Error())
+	}
+	for _, credential := range credentials {
+		if err := writer.Write([]string{credential.Email, credential.InitialPassword, credential.Status, credential.LastError}); err != nil {
+			return errorJSON(c, fiber.StatusInternalServerError, err.Error())
+		}
+	}
+	writer.Flush()
+	if err := writer.Error(); err != nil {
+		return errorJSON(c, fiber.StatusInternalServerError, err.Error())
+	}
+
+	c.Set(fiber.HeaderContentType, "text/csv; charset=utf-8")
+	c.Set(fiber.HeaderContentDisposition, `attachment; filename="worksmobile_initial_passwords.csv"`)
+	return c.Send(buf.Bytes())
+}
+
+func worksmobileOverviewAllowed(overview service.WorksmobileTenantOverview) bool {
+	return overview.Tenant.Slug == service.HanmacFamilyTenantSlug && overview.Tenant.ParentID == nil
+}
+
+func worksmobileGuardError(c *fiber.Ctx, err error, operation string, attrs ...any) error {
+	if err == nil {
+		return nil
+	}
+	logAttrs := []any{
+		"operation", operation,
+		"tenant_id", strings.TrimSpace(c.Params("tenantId")),
+		"path", c.Path(),
+		"error", err,
+	}
+	logAttrs = append(logAttrs, attrs...)
+	if errors.Is(err, context.Canceled) {
+		slog.Warn("worksmobile admin operation failed", logAttrs...)
+		return errorJSON(c, fiber.StatusRequestTimeout, err.Error())
+	}
+	slog.Error("worksmobile admin operation failed", logAttrs...)
+	if strings.Contains(err.Error(), "hanmac-family root") {
+		return errorJSON(c, fiber.StatusNotFound, err.Error())
+	}
+	return errorJSON(c, fiber.StatusInternalServerError, err.Error())
+}
diff --git a/backend/internal/handler/worksmobile_handler_test.go b/backend/internal/handler/worksmobile_handler_test.go
new file mode 100644
index 00000000..80de4f19
--- /dev/null
+++ b/backend/internal/handler/worksmobile_handler_test.go
@@ -0,0 +1,128 @@
+package handler
+
+import (
+	"baron-sso-backend/internal/domain"
+	"baron-sso-backend/internal/service"
+	"bytes"
+	"context"
+	"errors"
+	"io"
+	"log/slog"
+	"net/http/httptest"
+	"testing"
+
+	"github.com/gofiber/fiber/v2"
+	"github.com/stretchr/testify/require"
+)
+
+func TestWorksmobileHandlerRejectsNonHanmacTenant(t *testing.T) {
+	h := NewWorksmobileHandler(&fakeWorksmobileAdminService{
+		overview: service.WorksmobileTenantOverview{
+			Tenant: domain.Tenant{ID: "tenant-1", Slug: "other"},
+		},
+	})
+	app := fiber.New()
+	app.Get("/tenants/:tenantId/worksmobile", h.GetOverview)
+
+	resp, err := app.Test(httptest.NewRequest("GET", "/tenants/tenant-1/worksmobile", nil))
+
+	require.NoError(t, err)
+	require.Equal(t, fiber.StatusNotFound, resp.StatusCode)
+}
+
+func TestWorksmobileHandlerReturnsOverviewForHanmacTenant(t *testing.T) {
+	h := NewWorksmobileHandler(&fakeWorksmobileAdminService{
+		overview: service.WorksmobileTenantOverview{
+			Tenant: domain.Tenant{ID: "hanmac-id", Slug: "hanmac-family"},
+			Config: service.WorksmobileConfigSummary{
+				Enabled: true,
+			},
+		},
+	})
+	app := fiber.New()
+	app.Get("/tenants/:tenantId/worksmobile", h.GetOverview)
+
+	resp, err := app.Test(httptest.NewRequest("GET", "/tenants/hanmac-id/worksmobile", nil))
+
+	require.NoError(t, err)
+	require.Equal(t, fiber.StatusOK, resp.StatusCode)
+}
+
+func TestWorksmobileHandlerDownloadsInitialPasswordCSV(t *testing.T) {
+	h := NewWorksmobileHandler(&fakeWorksmobileAdminService{
+		credentials: []service.WorksmobileInitialPasswordCredential{
+			{Email: "user@hanmaceng.co.kr", InitialPassword: "Aa1!Aa1!Aa1!Aa1!", Status: "processed"},
+		},
+	})
+	app := fiber.New()
+	app.Get("/tenants/:tenantId/worksmobile/initial-passwords.csv", h.DownloadInitialPasswordsCSV)
+
+	resp, err := app.Test(httptest.NewRequest("GET", "/tenants/hanmac-id/worksmobile/initial-passwords.csv", nil))
+	require.NoError(t, err)
+	require.Equal(t, fiber.StatusOK, resp.StatusCode)
+	require.Contains(t, resp.Header.Get("Content-Disposition"), "worksmobile_initial_passwords.csv")
+	body, err := io.ReadAll(resp.Body)
+	require.NoError(t, err)
+	require.Contains(t, string(body), "email,initialPassword,status,lastError")
+	require.Contains(t, string(body), "user@hanmaceng.co.kr,Aa1!Aa1!Aa1!Aa1!,processed,")
+}
+
+func TestWorksmobileHandlerLogsActionFailures(t *testing.T) {
+	var logs bytes.Buffer
+	previous := slog.Default()
+	slog.SetDefault(slog.New(slog.NewJSONHandler(&logs, nil)))
+	t.Cleanup(func() {
+		slog.SetDefault(previous)
+	})
+
+	h := NewWorksmobileHandler(&fakeWorksmobileAdminService{
+		syncUserErr: errors.New("works user sync failed"),
+	})
+	app := fiber.New()
+	app.Post("/tenants/:tenantId/worksmobile/users/:userId/sync", h.SyncUser)
+
+	resp, err := app.Test(httptest.NewRequest("POST", "/tenants/hanmac-id/worksmobile/users/user-1/sync", nil))
+
+	require.NoError(t, err)
+	require.Equal(t, fiber.StatusInternalServerError, resp.StatusCode)
+	require.Contains(t, logs.String(), "worksmobile admin operation failed")
+	require.Contains(t, logs.String(), "sync_user")
+	require.Contains(t, logs.String(), "works user sync failed")
+}
+
+type fakeWorksmobileAdminService struct {
+	overview    service.WorksmobileTenantOverview
+	credentials []service.WorksmobileInitialPasswordCredential
+	syncUserErr error
+}
+
+func (f *fakeWorksmobileAdminService) GetTenantOverview(ctx context.Context, tenantID string) (service.WorksmobileTenantOverview, error) {
+	return f.overview, nil
+}
+
+func (f *fakeWorksmobileAdminService) GetComparison(ctx context.Context, tenantID string, includeMatched bool) (service.WorksmobileComparison, error) {
+	return service.WorksmobileComparison{}, nil
+}
+
+func (f *fakeWorksmobileAdminService) EnqueueBackfillDryRun(ctx context.Context, tenantID string) (service.WorksmobileBackfillDryRun, error) {
+	return service.WorksmobileBackfillDryRun{}, nil
+}
+
+func (f *fakeWorksmobileAdminService) EnqueueOrgUnitSync(ctx context.Context, tenantID, orgUnitID string) (*domain.WorksmobileOutbox, error) {
+	return &domain.WorksmobileOutbox{ID: "job-orgunit", ResourceID: orgUnitID}, nil
+}
+
+func (f *fakeWorksmobileAdminService) EnqueueUserSync(ctx context.Context, tenantID, userID string) (*domain.WorksmobileOutbox, error) {
+	if f.syncUserErr != nil {
+		return nil, f.syncUserErr
+	}
+	return &domain.WorksmobileOutbox{ID: "job-user", ResourceID: userID}, nil
+}
+
+func (f *fakeWorksmobileAdminService) RetryJob(ctx context.Context, tenantID, jobID string) (*domain.WorksmobileOutbox, error) {
+	return &domain.WorksmobileOutbox{ID: jobID}, nil
+}
+
+func (f *fakeWorksmobileAdminService) ListInitialPasswordCredentials(ctx context.Context, tenantID string) ([]service.WorksmobileInitialPasswordCredential, error) {
+	return f.credentials, nil
+}
diff --git a/backend/internal/repository/worksmobile_outbox_repository.go b/backend/internal/repository/worksmobile_outbox_repository.go
new file mode 100644
index 00000000..8da5f5a8
--- /dev/null
+++ b/backend/internal/repository/worksmobile_outbox_repository.go
@@ -0,0 +1,114 @@
+package repository
+
+import (
+	"baron-sso-backend/internal/domain"
+	"context"
+	"time"
+
+	"gorm.io/gorm"
+	"gorm.io/gorm/clause"
+)
+
+type WorksmobileOutboxRepository interface {
+	Create(ctx context.Context, item *domain.WorksmobileOutbox) error
+	ListRecent(ctx context.Context, limit int) ([]domain.WorksmobileOutbox, error)
+	ListReady(ctx context.Context, limit int) ([]domain.WorksmobileOutbox, error)
+	FindByID(ctx context.Context, id string) (*domain.WorksmobileOutbox, error)
+	MarkRetry(ctx context.Context, id string) error
+	MarkProcessing(ctx context.Context, id string) error
+	MarkProcessed(ctx context.Context, id string) error
+	MarkFailed(ctx context.Context, id string, message string, nextAttemptAt time.Time) error
+}
+
+type worksmobileOutboxRepository struct {
+	db *gorm.DB
+}
+
+func NewWorksmobileOutboxRepository(db *gorm.DB) WorksmobileOutboxRepository {
+	return &worksmobileOutboxRepository{db: db}
+}
+
+func (r *worksmobileOutboxRepository) Create(ctx context.Context, item *domain.WorksmobileOutbox) error {
+	if item.Payload == nil {
+		item.Payload = domain.JSONMap{}
+	}
+	if item.Status == "" {
+		item.Status = domain.WorksmobileOutboxStatusPending
+	}
+	return r.db.WithContext(ctx).Clauses(clause.OnConflict{
+		Columns: []clause.Column{{Name: "dedupe_key"}},
+		DoUpdates: clause.Assignments(map[string]any{
+			"payload":         item.Payload,
+			"status":          domain.WorksmobileOutboxStatusPending,
+			"last_error":      "",
+			"next_attempt_at": nil,
+			"updated_at":      time.Now(),
+		}),
+	}).Create(item).Error
+}
+
+func (r *worksmobileOutboxRepository) ListRecent(ctx context.Context, limit int) ([]domain.WorksmobileOutbox, error) {
+	if limit <= 0 || limit > 1000 {
+		limit = 50
+	}
+	var rows []domain.WorksmobileOutbox
+	err := r.db.WithContext(ctx).Order("created_at desc").Limit(limit).Find(&rows).Error
+	return rows, err
+}
+
+func (r *worksmobileOutboxRepository) ListReady(ctx context.Context, limit int) ([]domain.WorksmobileOutbox, error) {
+	if limit <= 0 || limit > 100 {
+		limit = 20
+	}
+	var rows []domain.WorksmobileOutbox
+	err := r.db.WithContext(ctx).
+		Where("status = ? AND (next_attempt_at IS NULL OR next_attempt_at <= ?)", domain.WorksmobileOutboxStatusPending, time.Now()).
+		Order("created_at asc").
+		Limit(limit).
+		Find(&rows).Error
+	return rows, err
+}
+
+func (r *worksmobileOutboxRepository) FindByID(ctx context.Context, id string) (*domain.WorksmobileOutbox, error) {
+	var row domain.WorksmobileOutbox
+	if err := r.db.WithContext(ctx).First(&row, "id = ?", id).Error; err != nil {
+		return nil, err
+	}
+	return &row, nil
+}
+
+func (r *worksmobileOutboxRepository) MarkRetry(ctx context.Context, id string) error {
+	return r.db.WithContext(ctx).Model(&domain.WorksmobileOutbox{}).Where("id = ?", id).Updates(map[string]any{
+		"status":          domain.WorksmobileOutboxStatusPending,
+		"last_error":      "",
+		"next_attempt_at": nil,
+		"updated_at":      time.Now(),
+	}).Error
+}
+
+func (r *worksmobileOutboxRepository) MarkProcessing(ctx context.Context, id string) error {
+	return r.db.WithContext(ctx).Model(&domain.WorksmobileOutbox{}).Where("id = ? AND status = ?", id, domain.WorksmobileOutboxStatusPending).Updates(map[string]any{
+		"status":     domain.WorksmobileOutboxStatusProcessing,
+		"updated_at": time.Now(),
+	}).Error
+}
+
+func (r *worksmobileOutboxRepository) MarkProcessed(ctx context.Context, id string) error {
+	now := time.Now()
+	return r.db.WithContext(ctx).Model(&domain.WorksmobileOutbox{}).Where("id = ?", id).Updates(map[string]any{
+		"status":       domain.WorksmobileOutboxStatusProcessed,
+		"last_error":   "",
+		"processed_at": &now,
+		"updated_at":   now,
+	}).Error
+}
+
+func (r *worksmobileOutboxRepository) MarkFailed(ctx context.Context, id string, message string, nextAttemptAt time.Time) error {
+	return r.db.WithContext(ctx).Model(&domain.WorksmobileOutbox{}).Where("id = ?", id).Updates(map[string]any{
+		"status":          domain.WorksmobileOutboxStatusFailed,
+		"retry_count":     gorm.Expr("retry_count + 1"),
+		"last_error":      message,
+		"next_attempt_at": &nextAttemptAt,
+		"updated_at":      time.Now(),
+	}).Error
+}
diff --git a/backend/internal/service/user_group_service.go b/backend/internal/service/user_group_service.go
index f4fbe806..563e1247 100644
--- a/backend/internal/service/user_group_service.go
+++ b/backend/internal/service/user_group_service.go
@@ -68,10 +68,10 @@ func (s *userGroupService) Create(ctx context.Context, tenantID string, parentID
 
 	unitID := uuid.NewString()
 
-	// 1. Create Tenant (Type: USER_GROUP)
+	// 1. Create Tenant (Type: ORGANIZATION)
 	groupTenant := &domain.Tenant{
 		ID:          unitID,
-		Type:        domain.TenantTypeUserGroup,
+		Type:        domain.TenantTypeOrganization,
 		ParentID:    actualParentID,
 		Name:        name,
 		Slug:        fmt.Sprintf("ug-%s", unitID[:8]),
diff --git a/backend/internal/service/user_group_service_test.go b/backend/internal/service/user_group_service_test.go
index 209b58d9..1f6e4f05 100644
--- a/backend/internal/service/user_group_service_test.go
+++ b/backend/internal/service/user_group_service_test.go
@@ -202,7 +202,7 @@ func TestUserGroupService_Create(t *testing.T) {
 
 	// Mock Tenant creation (Polymorphic)
 	mockTenantRepo.On("Create", mock.Anything, mock.MatchedBy(func(ten *domain.Tenant) bool {
-		return ten.Type == domain.TenantTypeUserGroup && ten.Name == name && *ten.ParentID == parentID
+		return ten.Type == domain.TenantTypeOrganization && ten.Name == name && *ten.ParentID == parentID
 	})).Return(nil)
 
 	// Mock UserGroup creation
diff --git a/backend/internal/service/worksmobile_client.go b/backend/internal/service/worksmobile_client.go
new file mode 100644
index 00000000..f467c49f
--- /dev/null
+++ b/backend/internal/service/worksmobile_client.go
@@ -0,0 +1,969 @@
+package service
+
+import (
+	"bytes"
+	"context"
+	"crypto"
+	"crypto/rand"
+	"crypto/rsa"
+	"crypto/sha256"
+	"crypto/x509"
+	"encoding/base64"
+	"encoding/json"
+	"encoding/pem"
+	"fmt"
+	"io"
+	"net/http"
+	"net/url"
+	"strconv"
+	"strings"
+	"time"
+)
+
+const defaultWorksmobileAPIBaseURL = "https://www.worksapis.com"
+const defaultWorksmobileOAuthTokenURL = "https://auth.worksmobile.com/oauth2/v2.0/token"
+const defaultWorksmobileOAuthScope = "directory"
+
+type WorksmobileDirectoryClient interface {
+	CreateOrgUnit(ctx context.Context, payload WorksmobileOrgUnitPayload) error
+	CreateUser(ctx context.Context, payload WorksmobileUserPayload) error
+	UpsertUser(ctx context.Context, payload WorksmobileUserPayload) error
+	DeleteUser(ctx context.Context, userID string) error
+	ListUsers(ctx context.Context) ([]WorksmobileRemoteUser, error)
+	ListGroups(ctx context.Context) ([]WorksmobileRemoteGroup, error)
+}
+
+type WorksmobileHTTPClient struct {
+	BaseURL        string
+	DirectoryToken string
+	SCIMToken      string
+	HTTPClient     *http.Client
+	OAuthConfig    WorksmobileOAuthConfig
+	DomainIDs      []int64
+	tokenCache     worksmobileAccessTokenCache
+	now            func() time.Time
+}
+
+type WorksmobileOAuthConfig struct {
+	ClientID       string
+	ClientSecret   string
+	ServiceAccount string
+	PrivateKey     string
+	Scope          string
+	TokenURL       string
+}
+
+type worksmobileAccessTokenCache struct {
+	Token     string
+	ExpiresAt time.Time
+}
+
+func (c WorksmobileOAuthConfig) normalized() WorksmobileOAuthConfig {
+	c.ClientID = strings.Trim(strings.TrimSpace(c.ClientID), `"`)
+	c.ClientSecret = strings.Trim(strings.TrimSpace(c.ClientSecret), `"`)
+	c.ServiceAccount = strings.Trim(strings.TrimSpace(c.ServiceAccount), `"`)
+	c.PrivateKey = normalizeWorksmobilePrivateKey(c.PrivateKey)
+	c.Scope = strings.TrimSpace(c.Scope)
+	if c.Scope == "" {
+		c.Scope = defaultWorksmobileOAuthScope
+	}
+	c.TokenURL = strings.TrimSpace(c.TokenURL)
+	if c.TokenURL == "" {
+		c.TokenURL = defaultWorksmobileOAuthTokenURL
+	}
+	return c
+}
+
+func (c WorksmobileOAuthConfig) validate() error {
+	if strings.TrimSpace(c.ClientID) == "" || strings.TrimSpace(c.ClientSecret) == "" {
+		return fmt.Errorf("worksmobile directory token is not configured")
+	}
+	if strings.TrimSpace(c.ServiceAccount) == "" || strings.TrimSpace(c.PrivateKey) == "" {
+		return fmt.Errorf("worksmobile oauth service account is not configured")
+	}
+	return nil
+}
+
+func normalizeWorksmobilePrivateKey(value string) string {
+	value = strings.Trim(strings.TrimSpace(value), `"`)
+	value = strings.ReplaceAll(value, `\n`, "\n")
+	return value
+}
+
+func buildWorksmobileJWTAssertion(config WorksmobileOAuthConfig, now time.Time) (string, error) {
+	privateKey, err := parseWorksmobilePrivateKey(config.PrivateKey)
+	if err != nil {
+		return "", err
+	}
+	header := map[string]string{"alg": "RS256", "typ": "JWT"}
+	payload := map[string]any{
+		"iss": config.ClientID,
+		"sub": config.ServiceAccount,
+		"iat": now.Unix(),
+		"exp": now.Add(time.Hour).Unix(),
+	}
+	encodedHeader, err := encodeWorksmobileJWTPart(header)
+	if err != nil {
+		return "", err
+	}
+	encodedPayload, err := encodeWorksmobileJWTPart(payload)
+	if err != nil {
+		return "", err
+	}
+	signingInput := encodedHeader + "." + encodedPayload
+	sum := sha256.Sum256([]byte(signingInput))
+	signature, err := rsa.SignPKCS1v15(rand.Reader, privateKey, crypto.SHA256, sum[:])
+	if err != nil {
+		return "", err
+	}
+	return signingInput + "." + base64.RawURLEncoding.EncodeToString(signature), nil
+}
+
+func encodeWorksmobileJWTPart(value any) (string, error) {
+	data, err := json.Marshal(value)
+	if err != nil {
+		return "", err
+	}
+	return base64.RawURLEncoding.EncodeToString(data), nil
+}
+
+func parseWorksmobilePrivateKey(value string) (*rsa.PrivateKey, error) {
+	block, _ := pem.Decode([]byte(normalizeWorksmobilePrivateKey(value)))
+	if block == nil {
+		return nil, fmt.Errorf("worksmobile private key is not a valid PEM block")
+	}
+	if key, err := x509.ParsePKCS1PrivateKey(block.Bytes); err == nil {
+		return key, nil
+	}
+	parsed, err := x509.ParsePKCS8PrivateKey(block.Bytes)
+	if err != nil {
+		return nil, err
+	}
+	key, ok := parsed.(*rsa.PrivateKey)
+	if !ok {
+		return nil, fmt.Errorf("worksmobile private key is not RSA")
+	}
+	return key, nil
+}
+
+type WorksmobileHTTPError struct {
+	StatusCode int
+	Body       string
+}
+
+func (e WorksmobileHTTPError) Error() string {
+	return fmt.Sprintf("worksmobile api failed status=%d body=%s", e.StatusCode, e.Body)
+}
+
+func NewWorksmobileHTTPClient(scimToken string) *WorksmobileHTTPClient {
+	return &WorksmobileHTTPClient{
+		BaseURL:   defaultWorksmobileAPIBaseURL,
+		SCIMToken: strings.Trim(strings.TrimSpace(scimToken), `"`),
+	}
+}
+
+func NewWorksmobileHTTPClientWithTokens(directoryToken string, scimToken string) *WorksmobileHTTPClient {
+	return &WorksmobileHTTPClient{
+		BaseURL:        defaultWorksmobileAPIBaseURL,
+		DirectoryToken: strings.Trim(strings.TrimSpace(directoryToken), `"`),
+		SCIMToken:      strings.Trim(strings.TrimSpace(scimToken), `"`),
+	}
+}
+
+func NewWorksmobileHTTPClientWithAuth(directoryToken string, scimToken string, oauthConfig WorksmobileOAuthConfig) *WorksmobileHTTPClient {
+	return &WorksmobileHTTPClient{
+		BaseURL:        defaultWorksmobileAPIBaseURL,
+		DirectoryToken: strings.Trim(strings.TrimSpace(directoryToken), `"`),
+		SCIMToken:      strings.Trim(strings.TrimSpace(scimToken), `"`),
+		OAuthConfig:    oauthConfig.normalized(),
+		DomainIDs:      WorksmobileDomainIDsFromEnv(),
+	}
+}
+
+func (c *WorksmobileHTTPClient) CreateOrgUnit(ctx context.Context, payload WorksmobileOrgUnitPayload) error {
+	return c.sendDirectoryJSON(ctx, http.MethodPost, "/v1.0/orgunits", payload)
+}
+
+func (c *WorksmobileHTTPClient) CreateUser(ctx context.Context, payload WorksmobileUserPayload) error {
+	return c.sendDirectoryJSON(ctx, http.MethodPost, "/v1.0/users", payload)
+}
+
+func (c *WorksmobileHTTPClient) UpsertUser(ctx context.Context, payload WorksmobileUserPayload) error {
+	err := c.CreateUser(ctx, payload)
+	if apiErr, ok := err.(WorksmobileHTTPError); ok && apiErr.StatusCode == http.StatusConflict {
+		identifier := strings.TrimSpace(payload.Email)
+		if identifier == "" {
+			identifier = strings.TrimSpace(payload.UserExternalKey)
+		}
+		return c.PatchUser(ctx, identifier, NewWorksmobileUserPatchPayload(payload))
+	}
+	return err
+}
+
+func (c *WorksmobileHTTPClient) PatchUser(ctx context.Context, identifier string, payload WorksmobileUserPatchPayload) error {
+	identifier = strings.TrimSpace(identifier)
+	if identifier == "" {
+		return fmt.Errorf("worksmobile user identifier is required")
+	}
+	return c.sendDirectoryJSON(ctx, http.MethodPatch, "/v1.0/users/"+url.PathEscape(identifier), payload)
+}
+
+func (c *WorksmobileHTTPClient) DeleteUser(ctx context.Context, userID string) error {
+	userID = strings.TrimSpace(userID)
+	if userID == "" {
+		return fmt.Errorf("worksmobile user id is required")
+	}
+	remote, err := c.FindUser(ctx, userID)
+	if err != nil {
+		return err
+	}
+	if remote == nil {
+		return nil
+	}
+	if c.directoryAuthConfigured() && remote.Email != "" {
+		err := c.sendDirectoryJSON(ctx, http.MethodDelete, "/v1.0/users/"+url.PathEscape(remote.Email), nil)
+		if err == nil || strings.TrimSpace(c.SCIMToken) == "" {
+			return err
+		}
+	}
+	return c.sendJSON(ctx, http.MethodDelete, "/scim/v2/Users/"+url.PathEscape(remote.ID), nil)
+}
+
+func (c *WorksmobileHTTPClient) FindUser(ctx context.Context, identifier string) (*WorksmobileRemoteUser, error) {
+	users, err := c.ListUsers(ctx)
+	if err != nil {
+		return nil, err
+	}
+	identifier = strings.TrimSpace(identifier)
+	for _, user := range users {
+		if strings.EqualFold(user.UserName, identifier) || user.ExternalID == identifier || strings.EqualFold(user.Email, identifier) {
+			return &user, nil
+		}
+	}
+	return nil, nil
+}
+
+func (c *WorksmobileHTTPClient) ListUsers(ctx context.Context) ([]WorksmobileRemoteUser, error) {
+	if c.directoryAuthConfigured() && len(c.DomainIDs) > 0 {
+		users, err := c.listDirectoryUsers(ctx, c.DomainIDs)
+		if err == nil {
+			return users, nil
+		}
+		if strings.TrimSpace(c.SCIMToken) == "" {
+			return nil, err
+		}
+	}
+	var users []WorksmobileRemoteUser
+	err := c.listSCIM(ctx, "/scim/v2/Users", func(resource map[string]any) {
+		users = append(users, parseWorksmobileRemoteUser(resource))
+	})
+	return users, err
+}
+
+func (c *WorksmobileHTTPClient) ListGroups(ctx context.Context) ([]WorksmobileRemoteGroup, error) {
+	if c.directoryAuthConfigured() && len(c.DomainIDs) > 0 {
+		groups, err := c.listDirectoryGroups(ctx, c.DomainIDs)
+		if err == nil {
+			return groups, nil
+		}
+		if strings.TrimSpace(c.SCIMToken) == "" {
+			return nil, err
+		}
+	}
+	var groups []WorksmobileRemoteGroup
+	err := c.listSCIM(ctx, "/scim/v2/Groups", func(resource map[string]any) {
+		groups = append(groups, parseWorksmobileRemoteGroup(resource))
+	})
+	return groups, err
+}
+
+func (c *WorksmobileHTTPClient) listSCIM(ctx context.Context, path string, consume func(map[string]any)) error {
+	startIndex := 1
+	count := 100
+	for {
+		var response struct {
+			TotalResults int              `json:"totalResults"`
+			ItemsPerPage int              `json:"itemsPerPage"`
+			Resources    []map[string]any `json:"Resources"`
+		}
+		if err := c.getJSON(ctx, fmt.Sprintf("%s?startIndex=%d&count=%d", path, startIndex, count), &response); err != nil {
+			return err
+		}
+		for _, resource := range response.Resources {
+			consume(resource)
+		}
+		if len(response.Resources) == 0 || startIndex+len(response.Resources) > response.TotalResults {
+			return nil
+		}
+		startIndex += len(response.Resources)
+	}
+}
+
+func (c *WorksmobileHTTPClient) getJSON(ctx context.Context, path string, target any) error {
+	token := strings.TrimSpace(c.SCIMToken)
+	if token == "" {
+		token = strings.TrimSpace(c.DirectoryToken)
+	}
+	if token == "" {
+		return fmt.Errorf("worksmobile read token is not configured")
+	}
+	req, err := http.NewRequestWithContext(ctx, http.MethodGet, strings.TrimRight(c.baseURL(), "/")+path, nil)
+	if err != nil {
+		return err
+	}
+	req.Header.Set("Authorization", "Bearer "+token)
+	req.Header.Set("Accept", "application/json")
+
+	resp, err := c.httpClient().Do(req)
+	if err != nil {
+		return err
+	}
+	defer resp.Body.Close()
+	if resp.StatusCode >= 300 {
+		data, _ := io.ReadAll(io.LimitReader(resp.Body, 4096))
+		return WorksmobileHTTPError{StatusCode: resp.StatusCode, Body: string(data)}
+	}
+	return json.NewDecoder(resp.Body).Decode(target)
+}
+
+func (c *WorksmobileHTTPClient) getDirectoryJSON(ctx context.Context, path string, target any) error {
+	token, err := c.directoryAccessToken(ctx)
+	if err != nil {
+		return err
+	}
+	req, err := http.NewRequestWithContext(ctx, http.MethodGet, strings.TrimRight(c.baseURL(), "/")+path, nil)
+	if err != nil {
+		return err
+	}
+	req.Header.Set("Authorization", "Bearer "+token)
+	req.Header.Set("Accept", "application/json")
+
+	resp, err := c.httpClient().Do(req)
+	if err != nil {
+		return err
+	}
+	defer resp.Body.Close()
+	if resp.StatusCode >= 300 {
+		data, _ := io.ReadAll(io.LimitReader(resp.Body, 4096))
+		return WorksmobileHTTPError{StatusCode: resp.StatusCode, Body: string(data)}
+	}
+	return json.NewDecoder(resp.Body).Decode(target)
+}
+
+func (c *WorksmobileHTTPClient) listDirectoryUsers(ctx context.Context, domainIDs []int64) ([]WorksmobileRemoteUser, error) {
+	users := make([]WorksmobileRemoteUser, 0)
+	for _, domainID := range uniqueWorksmobileDomainIDs(domainIDs) {
+		cursor := ""
+		for {
+			path := fmt.Sprintf("/v1.0/users?domainId=%d&count=100", domainID)
+			if cursor != "" {
+				path += "&cursor=" + url.QueryEscape(cursor)
+			}
+			var response struct {
+				Users            []map[string]any `json:"users"`
+				ResponseMetaData struct {
+					NextCursor string `json:"nextCursor"`
+				} `json:"responseMetaData"`
+			}
+			if err := c.getDirectoryJSON(ctx, path, &response); err != nil {
+				return nil, err
+			}
+			for _, raw := range response.Users {
+				user := parseWorksmobileDirectoryUser(raw)
+				user.DomainID = domainID
+				user.DomainName = WorksmobileDomainLabelForID(domainID)
+				users = append(users, user)
+			}
+			cursor = strings.TrimSpace(response.ResponseMetaData.NextCursor)
+			if cursor == "" {
+				break
+			}
+		}
+	}
+	return users, nil
+}
+
+func (c *WorksmobileHTTPClient) listDirectoryGroups(ctx context.Context, domainIDs []int64) ([]WorksmobileRemoteGroup, error) {
+	groups := make([]WorksmobileRemoteGroup, 0)
+	for _, domainID := range uniqueWorksmobileDomainIDs(domainIDs) {
+		cursor := ""
+		for {
+			path := fmt.Sprintf("/v1.0/orgunits?domainId=%d&count=100", domainID)
+			if cursor != "" {
+				path += "&cursor=" + url.QueryEscape(cursor)
+			}
+			var response struct {
+				OrgUnits         []map[string]any `json:"orgUnits"`
+				ResponseMetaData struct {
+					NextCursor string `json:"nextCursor"`
+				} `json:"responseMetaData"`
+			}
+			if err := c.getDirectoryJSON(ctx, path, &response); err != nil {
+				return nil, err
+			}
+			for _, raw := range response.OrgUnits {
+				group := parseWorksmobileDirectoryGroup(raw)
+				group.DomainID = domainID
+				group.DomainName = WorksmobileDomainLabelForID(domainID)
+				groups = append(groups, group)
+			}
+			cursor = strings.TrimSpace(response.ResponseMetaData.NextCursor)
+			if cursor == "" {
+				break
+			}
+		}
+	}
+	return groups, nil
+}
+
+func uniqueWorksmobileDomainIDs(domainIDs []int64) []int64 {
+	result := make([]int64, 0, len(domainIDs))
+	seen := map[int64]bool{}
+	for _, id := range domainIDs {
+		if id <= 0 || seen[id] {
+			continue
+		}
+		seen[id] = true
+		result = append(result, id)
+	}
+	return result
+}
+
+func (c *WorksmobileHTTPClient) sendJSON(ctx context.Context, method string, path string, payload any) error {
+	token := strings.TrimSpace(c.SCIMToken)
+	if token == "" {
+		return fmt.Errorf("worksmobile scim token is not configured")
+	}
+	return c.sendJSONWithToken(ctx, method, path, payload, token)
+}
+
+func (c *WorksmobileHTTPClient) sendDirectoryJSON(ctx context.Context, method string, path string, payload any) error {
+	token, err := c.directoryAccessToken(ctx)
+	if err != nil {
+		return err
+	}
+	return c.sendJSONWithToken(ctx, method, path, payload, token)
+}
+
+func (c *WorksmobileHTTPClient) directoryAccessToken(ctx context.Context) (string, error) {
+	if token := strings.TrimSpace(c.DirectoryToken); token != "" {
+		return token, nil
+	}
+	now := c.currentTime()
+	if c.tokenCache.Token != "" && now.Before(c.tokenCache.ExpiresAt) {
+		return c.tokenCache.Token, nil
+	}
+	token, expiresAt, err := c.requestDirectoryAccessToken(ctx, now)
+	if err != nil {
+		return "", err
+	}
+	c.tokenCache = worksmobileAccessTokenCache{Token: token, ExpiresAt: expiresAt}
+	return token, nil
+}
+
+func (c *WorksmobileHTTPClient) directoryAuthConfigured() bool {
+	if strings.TrimSpace(c.DirectoryToken) != "" {
+		return true
+	}
+	return c.OAuthConfig.normalized().validate() == nil
+}
+
+func (c *WorksmobileHTTPClient) requestDirectoryAccessToken(ctx context.Context, now time.Time) (string, time.Time, error) {
+	config := c.OAuthConfig.normalized()
+	if err := config.validate(); err != nil {
+		return "", time.Time{}, err
+	}
+	assertion, err := buildWorksmobileJWTAssertion(config, now)
+	if err != nil {
+		return "", time.Time{}, err
+	}
+	form := url.Values{}
+	form.Set("grant_type", "urn:ietf:params:oauth:grant-type:jwt-bearer")
+	form.Set("assertion", assertion)
+	form.Set("client_id", config.ClientID)
+	form.Set("client_secret", config.ClientSecret)
+	form.Set("scope", config.Scope)
+
+	req, err := http.NewRequestWithContext(ctx, http.MethodPost, config.TokenURL, strings.NewReader(form.Encode()))
+	if err != nil {
+		return "", time.Time{}, err
+	}
+	req.Header.Set("Content-Type", "application/x-www-form-urlencoded")
+	req.Header.Set("Accept", "application/json")
+
+	resp, err := c.httpClient().Do(req)
+	if err != nil {
+		return "", time.Time{}, err
+	}
+	defer resp.Body.Close()
+	if resp.StatusCode >= 300 {
+		data, _ := io.ReadAll(io.LimitReader(resp.Body, 4096))
+		return "", time.Time{}, WorksmobileHTTPError{StatusCode: resp.StatusCode, Body: string(data)}
+	}
+	var tokenResponse struct {
+		AccessToken string `json:"access_token"`
+		ExpiresIn   any    `json:"expires_in"`
+		TokenType   string `json:"token_type"`
+	}
+	if err := json.NewDecoder(resp.Body).Decode(&tokenResponse); err != nil {
+		return "", time.Time{}, err
+	}
+	if strings.TrimSpace(tokenResponse.AccessToken) == "" {
+		return "", time.Time{}, fmt.Errorf("worksmobile token response is missing access_token")
+	}
+	expiresIn := worksmobileTokenExpiresIn(tokenResponse.ExpiresIn)
+	if expiresIn <= 0 {
+		expiresIn = 3600
+	}
+	return strings.TrimSpace(tokenResponse.AccessToken), now.Add(time.Duration(expiresIn-60) * time.Second), nil
+}
+
+func worksmobileTokenExpiresIn(raw any) int64 {
+	switch value := raw.(type) {
+	case float64:
+		return int64(value)
+	case int64:
+		return value
+	case string:
+		parsed, _ := strconv.ParseInt(strings.TrimSpace(value), 10, 64)
+		return parsed
+	default:
+		return 0
+	}
+}
+
+func (c *WorksmobileHTTPClient) sendJSONWithToken(ctx context.Context, method string, path string, payload any, token string) error {
+	var body io.Reader
+	if payload != nil {
+		data, err := json.Marshal(payload)
+		if err != nil {
+			return err
+		}
+		body = bytes.NewReader(data)
+	}
+
+	req, err := http.NewRequestWithContext(ctx, method, strings.TrimRight(c.baseURL(), "/")+path, body)
+	if err != nil {
+		return err
+	}
+	req.Header.Set("Authorization", "Bearer "+strings.TrimSpace(token))
+	if payload != nil {
+		req.Header.Set("Content-Type", "application/json")
+	}
+
+	resp, err := c.httpClient().Do(req)
+	if err != nil {
+		return err
+	}
+	defer resp.Body.Close()
+
+	if resp.StatusCode >= 200 && resp.StatusCode < 300 {
+		return nil
+	}
+	data, _ := io.ReadAll(io.LimitReader(resp.Body, 4096))
+	return WorksmobileHTTPError{StatusCode: resp.StatusCode, Body: string(data)}
+}
+
+const worksmobileSCIMUserExtensionSchema = "urn:ietf:params:scim:schemas:extension:works:2.0:User"
+
+type WorksmobileSCIMUserPayload struct {
+	Schemas           []string                     `json:"schemas"`
+	UserName          string                       `json:"userName"`
+	ExternalID        string                       `json:"externalId"`
+	DisplayName       string                       `json:"displayName"`
+	Name              WorksmobileSCIMName          `json:"name"`
+	Emails            []WorksmobileSCIMEmail       `json:"emails"`
+	PhoneNumbers      []WorksmobileSCIMPhoneNumber `json:"phoneNumbers,omitempty"`
+	Password          string                       `json:"password,omitempty"`
+	Active            bool                         `json:"active"`
+	PreferredLanguage string                       `json:"preferredLanguage,omitempty"`
+	WorksExtension    map[string]any               `json:"urn:ietf:params:scim:schemas:extension:works:2.0:User,omitempty"`
+}
+
+type WorksmobileSCIMName struct {
+	FamilyName string `json:"familyName"`
+}
+
+type WorksmobileSCIMEmail struct {
+	Value   string `json:"value"`
+	Primary bool   `json:"primary"`
+	Type    string `json:"type,omitempty"`
+}
+
+type WorksmobileSCIMPhoneNumber struct {
+	Value   string `json:"value"`
+	Primary bool   `json:"primary"`
+	Type    string `json:"type,omitempty"`
+}
+
+type WorksmobileUserPatchPayload struct {
+	DomainID        int64                         `json:"domainId"`
+	Email           string                        `json:"email,omitempty"`
+	UserExternalKey string                        `json:"userExternalKey,omitempty"`
+	UserName        WorksmobileUserName           `json:"userName,omitempty"`
+	CellPhone       string                        `json:"cellPhone,omitempty"`
+	EmployeeNumber  string                        `json:"employeeNumber,omitempty"`
+	AliasEmails     []string                      `json:"aliasEmails,omitempty"`
+	Locale          string                        `json:"locale,omitempty"`
+	Task            string                        `json:"task,omitempty"`
+	Organizations   []WorksmobileUserOrganization `json:"organizations,omitempty"`
+}
+
+type WorksmobileRemoteUser struct {
+	ID                         string `json:"id"`
+	ExternalID                 string `json:"externalId"`
+	UserName                   string `json:"userName"`
+	Email                      string `json:"email"`
+	DisplayName                string `json:"displayName"`
+	LevelID                    string `json:"levelId"`
+	LevelName                  string `json:"levelName"`
+	Task                       string `json:"task"`
+	DomainID                   int64  `json:"domainId"`
+	DomainName                 string `json:"domainName"`
+	PrimaryOrgUnitID           string `json:"primaryOrgUnitId"`
+	PrimaryOrgUnitName         string `json:"primaryOrgUnitName"`
+	PrimaryOrgUnitPositionID   string `json:"primaryOrgUnitPositionId"`
+	PrimaryOrgUnitPositionName string `json:"primaryOrgUnitPositionName"`
+	PrimaryOrgUnitIsManager    *bool  `json:"primaryOrgUnitIsManager,omitempty"`
+	Active                     bool   `json:"active"`
+}
+
+type WorksmobileRemoteGroup struct {
+	ID          string `json:"id"`
+	ExternalID  string `json:"externalId"`
+	DisplayName string `json:"displayName"`
+	DomainID    int64  `json:"domainId"`
+	DomainName  string `json:"domainName"`
+	ParentID    string `json:"parentId"`
+	ParentName  string `json:"parentName"`
+}
+
+func NewWorksmobileSCIMUserPayload(payload WorksmobileUserPayload) WorksmobileSCIMUserPayload {
+	name := strings.TrimSpace(payload.UserName.LastName)
+	if name == "" {
+		name = strings.TrimSpace(payload.Email)
+	}
+	result := WorksmobileSCIMUserPayload{
+		Schemas:           []string{"urn:ietf:params:scim:schemas:core:2.0:User", worksmobileSCIMUserExtensionSchema},
+		UserName:          strings.TrimSpace(payload.Email),
+		ExternalID:        strings.TrimSpace(payload.UserExternalKey),
+		DisplayName:       name,
+		Name:              WorksmobileSCIMName{FamilyName: name},
+		Emails:            []WorksmobileSCIMEmail{{Value: strings.TrimSpace(payload.Email), Primary: true, Type: "other"}},
+		Password:          payload.PasswordConfig.Password,
+		Active:            true,
+		PreferredLanguage: worksmobileSCIMPreferredLanguage(payload.Locale),
+		WorksExtension: map[string]any{
+			"employeeNumber": payload.EmployeeNumber,
+			"task":           payload.Task,
+		},
+	}
+	if strings.TrimSpace(payload.CellPhone) != "" {
+		result.PhoneNumbers = []WorksmobileSCIMPhoneNumber{{Value: strings.TrimSpace(payload.CellPhone), Primary: true, Type: "mobile"}}
+	}
+	return result
+}
+
+func NewWorksmobileUserPatchPayload(payload WorksmobileUserPayload) WorksmobileUserPatchPayload {
+	return WorksmobileUserPatchPayload{
+		DomainID:        payload.DomainID,
+		Email:           strings.TrimSpace(payload.Email),
+		UserExternalKey: strings.TrimSpace(payload.UserExternalKey),
+		UserName:        payload.UserName,
+		CellPhone:       strings.TrimSpace(payload.CellPhone),
+		EmployeeNumber:  strings.TrimSpace(payload.EmployeeNumber),
+		AliasEmails:     payload.AliasEmails,
+		Locale:          strings.TrimSpace(payload.Locale),
+		Task:            strings.TrimSpace(payload.Task),
+		Organizations:   payload.Organizations,
+	}
+}
+
+func worksmobileSCIMPreferredLanguage(locale string) string {
+	locale = strings.TrimSpace(locale)
+	if locale == "" {
+		return ""
+	}
+	return strings.ReplaceAll(locale, "_", "-")
+}
+
+func parseWorksmobileRemoteUser(resource map[string]any) WorksmobileRemoteUser {
+	user := WorksmobileRemoteUser{
+		ID:          stringFromMap(resource, "id"),
+		ExternalID:  stringFromMap(resource, "externalId"),
+		UserName:    stringFromMap(resource, "userName"),
+		DisplayName: stringFromMap(resource, "displayName"),
+		Active:      boolFromMap(resource, "active"),
+	}
+	if emails, ok := resource["emails"].([]any); ok {
+		for _, raw := range emails {
+			email, ok := raw.(map[string]any)
+			if !ok {
+				continue
+			}
+			if user.Email == "" || boolFromMap(email, "primary") {
+				user.Email = stringFromMap(email, "value")
+			}
+		}
+	}
+	if user.Email == "" && strings.Contains(user.UserName, "@") {
+		user.Email = user.UserName
+	}
+	user.PrimaryOrgUnitID, user.PrimaryOrgUnitName = parseWorksmobilePrimaryOrgUnit(resource)
+	return user
+}
+
+func parseWorksmobileRemoteGroup(resource map[string]any) WorksmobileRemoteGroup {
+	group := WorksmobileRemoteGroup{
+		ID:          stringFromMap(resource, "id"),
+		ExternalID:  stringFromMap(resource, "externalId"),
+		DisplayName: stringFromMap(resource, "displayName"),
+	}
+	group.ParentID, group.ParentName = parseWorksmobileParentOrgUnit(resource)
+	return group
+}
+
+func parseWorksmobileDirectoryUser(resource map[string]any) WorksmobileRemoteUser {
+	email := firstStringFromMap(resource, "email", "loginId", "userName")
+	user := WorksmobileRemoteUser{
+		ID:          firstStringFromMap(resource, "userId", "id"),
+		ExternalID:  firstStringFromMap(resource, "userExternalKey", "externalKey", "externalId"),
+		UserName:    email,
+		Email:       email,
+		DisplayName: parseWorksmobileDirectoryUserName(resource),
+		LevelID:     parseWorksmobileUserLevelID(resource),
+		LevelName:   parseWorksmobileUserLevelName(resource),
+		Task:        firstStringFromMap(resource, "task", "job", "jobDescription"),
+		Active:      true,
+	}
+	if active, ok := resource["active"].(bool); ok {
+		user.Active = active
+	}
+	primaryOrgUnit := parseWorksmobilePrimaryOrgUnitDetail(resource)
+	user.PrimaryOrgUnitID = primaryOrgUnit.ID
+	user.PrimaryOrgUnitName = primaryOrgUnit.Name
+	user.PrimaryOrgUnitPositionID = primaryOrgUnit.PositionID
+	user.PrimaryOrgUnitPositionName = primaryOrgUnit.PositionName
+	user.PrimaryOrgUnitIsManager = primaryOrgUnit.IsManager
+	return user
+}
+
+func parseWorksmobileDirectoryGroup(resource map[string]any) WorksmobileRemoteGroup {
+	return WorksmobileRemoteGroup{
+		ID:          firstStringFromMap(resource, "orgUnitId", "id"),
+		ExternalID:  firstStringFromMap(resource, "orgUnitExternalKey", "externalKey", "externalId"),
+		DisplayName: firstStringFromMap(resource, "orgUnitName", "displayName", "name"),
+		ParentID:    firstStringFromMap(resource, "parentOrgUnitId", "parentId"),
+		ParentName:  firstStringFromMap(resource, "parentOrgUnitName", "parentName"),
+	}
+}
+
+func parseWorksmobileDirectoryUserName(resource map[string]any) string {
+	if value := firstStringFromMap(resource, "displayName", "name"); value != "" {
+		return value
+	}
+	if name, ok := resource["userName"].(map[string]any); ok {
+		if value := firstStringFromMap(name, "fullName", "displayName", "name"); value != "" {
+			return value
+		}
+		if value := joinWorksmobileNameParts(firstStringFromMap(name, "lastName", "familyName"), firstStringFromMap(name, "firstName", "givenName")); value != "" {
+			return value
+		}
+	}
+	if name, ok := resource["name"].(map[string]any); ok {
+		if value := firstStringFromMap(name, "fullName", "displayName", "name"); value != "" {
+			return value
+		}
+		if value := joinWorksmobileNameParts(firstStringFromMap(name, "lastName", "familyName"), firstStringFromMap(name, "firstName", "givenName")); value != "" {
+			return value
+		}
+	}
+	return ""
+}
+
+func joinWorksmobileNameParts(lastName, firstName string) string {
+	lastName = strings.TrimSpace(lastName)
+	firstName = strings.TrimSpace(firstName)
+	if lastName == "" {
+		return firstName
+	}
+	if firstName == "" {
+		return lastName
+	}
+	return lastName + firstName
+}
+
+func parseWorksmobileUserLevelID(resource map[string]any) string {
+	if value := firstStringFromMap(resource, "levelId"); value != "" {
+		return value
+	}
+	if level, ok := resource["level"].(map[string]any); ok {
+		return firstStringFromMap(level, "levelId", "id", "value")
+	}
+	return ""
+}
+
+func parseWorksmobileUserLevelName(resource map[string]any) string {
+	if value := firstStringFromMap(resource, "levelName"); value != "" {
+		return value
+	}
+	if level, ok := resource["level"].(map[string]any); ok {
+		return firstStringFromMap(level, "levelName", "displayName", "name")
+	}
+	return ""
+}
+
+type worksmobileOrgUnitDetail struct {
+	ID           string
+	Name         string
+	PositionID   string
+	PositionName string
+	IsManager    *bool
+}
+
+func (d worksmobileOrgUnitDetail) empty() bool {
+	return d.ID == "" && d.Name == "" && d.PositionID == "" && d.PositionName == "" && d.IsManager == nil
+}
+
+func parseWorksmobilePrimaryOrgUnit(resource map[string]any) (string, string) {
+	detail := parseWorksmobilePrimaryOrgUnitDetail(resource)
+	return detail.ID, detail.Name
+}
+
+func parseWorksmobilePrimaryOrgUnitDetail(resource map[string]any) worksmobileOrgUnitDetail {
+	if detail := parseWorksmobileOrgUnitDetailList(resource["organizations"], true); !detail.empty() {
+		return detail
+	}
+	if detail := parseWorksmobileOrgUnitDetailList(resource["orgUnits"], true); !detail.empty() {
+		return detail
+	}
+	for key, raw := range resource {
+		if !strings.Contains(strings.ToLower(key), "works") {
+			continue
+		}
+		if values, ok := raw.(map[string]any); ok {
+			if detail := parseWorksmobileOrgUnitDetailList(values["organizations"], true); !detail.empty() {
+				return detail
+			}
+			if detail := parseWorksmobileOrgUnitDetailList(values["orgUnits"], true); !detail.empty() {
+				return detail
+			}
+		}
+	}
+	return worksmobileOrgUnitDetail{}
+}
+
+func parseWorksmobileParentOrgUnit(resource map[string]any) (string, string) {
+	id := firstStringFromMap(resource, "parentOrgUnitId", "parentId")
+	name := firstStringFromMap(resource, "parentOrgUnitName", "parentName")
+	if id != "" || name != "" {
+		return id, name
+	}
+	for _, key := range []string{"parent", "parentOrgUnit"} {
+		if values, ok := resource[key].(map[string]any); ok {
+			id = firstStringFromMap(values, "id", "orgUnitId", "value")
+			name = firstStringFromMap(values, "displayName", "orgUnitName", "name")
+			if id != "" || name != "" {
+				return id, name
+			}
+		}
+	}
+	for key, raw := range resource {
+		if !strings.Contains(strings.ToLower(key), "works") {
+			continue
+		}
+		if values, ok := raw.(map[string]any); ok {
+			if id, name := parseWorksmobileParentOrgUnit(values); id != "" || name != "" {
+				return id, name
+			}
+		}
+	}
+	return "", ""
+}
+
+func parseWorksmobileOrgUnitList(raw any, preferPrimary bool) (string, string) {
+	detail := parseWorksmobileOrgUnitDetailList(raw, preferPrimary)
+	return detail.ID, detail.Name
+}
+
+func parseWorksmobileOrgUnitDetailList(raw any, preferPrimary bool) worksmobileOrgUnitDetail {
+	values, ok := raw.([]any)
+	if !ok {
+		return worksmobileOrgUnitDetail{}
+	}
+	var fallback worksmobileOrgUnitDetail
+	for _, item := range values {
+		orgUnit, ok := item.(map[string]any)
+		if !ok {
+			continue
+		}
+		detail := worksmobileOrgUnitDetail{
+			ID:           firstStringFromMap(orgUnit, "orgUnitId", "id", "value"),
+			Name:         firstStringFromMap(orgUnit, "orgUnitName", "displayName", "name"),
+			PositionID:   firstStringFromMap(orgUnit, "positionId"),
+			PositionName: firstStringFromMap(orgUnit, "positionName"),
+			IsManager:    boolPointerFromMap(orgUnit, "isManager", "manager"),
+		}
+		if detail.empty() {
+			if nested := parseWorksmobileOrgUnitDetailList(orgUnit["orgUnits"], preferPrimary); !nested.empty() {
+				detail = nested
+			}
+		}
+		if fallback.empty() {
+			fallback = detail
+		}
+		if !preferPrimary || boolFromMap(orgUnit, "primary") {
+			return detail
+		}
+	}
+	return fallback
+}
+
+func stringFromMap(values map[string]any, key string) string {
+	value, _ := values[key].(string)
+	return strings.TrimSpace(value)
+}
+
+func firstStringFromMap(values map[string]any, keys ...string) string {
+	for _, key := range keys {
+		if value := stringFromMap(values, key); value != "" {
+			return value
+		}
+	}
+	return ""
+}
+
+func boolFromMap(values map[string]any, key string) bool {
+	value, _ := values[key].(bool)
+	return value
+}
+
+func boolPointerFromMap(values map[string]any, keys ...string) *bool {
+	for _, key := range keys {
+		if value, ok := values[key].(bool); ok {
+			return &value
+		}
+	}
+	return nil
+}
+
+func (c *WorksmobileHTTPClient) baseURL() string {
+	if strings.TrimSpace(c.BaseURL) == "" {
+		return defaultWorksmobileAPIBaseURL
+	}
+	return c.BaseURL
+}
+
+func (c *WorksmobileHTTPClient) httpClient() *http.Client {
+	if c.HTTPClient != nil {
+		return c.HTTPClient
+	}
+	return &http.Client{Timeout: 15 * time.Second}
+}
+
+func (c *WorksmobileHTTPClient) currentTime() time.Time {
+	if c.now != nil {
+		return c.now()
+	}
+	return time.Now()
+}
diff --git a/backend/internal/service/worksmobile_client_test.go b/backend/internal/service/worksmobile_client_test.go
new file mode 100644
index 00000000..087e346d
--- /dev/null
+++ b/backend/internal/service/worksmobile_client_test.go
@@ -0,0 +1,703 @@
+package service
+
+import (
+	"baron-sso-backend/internal/domain"
+	"context"
+	"crypto/rand"
+	"crypto/rsa"
+	"crypto/x509"
+	"encoding/base64"
+	"encoding/json"
+	"encoding/pem"
+	"io"
+	"net/http"
+	"net/url"
+	"os"
+	"strings"
+	"testing"
+	"time"
+
+	"github.com/stretchr/testify/require"
+)
+
+func TestWorksmobileHTTPClientCreateUserPostsDirectoryAdminPasswordPayload(t *testing.T) {
+	transport := &captureRoundTripper{
+		statusCode: http.StatusCreated,
+		body:       `{}`,
+	}
+	client := &WorksmobileHTTPClient{
+		BaseURL:        "https://works.example.test",
+		DirectoryToken: "directory-token-1",
+		SCIMToken:      "scim-token-1",
+		HTTPClient:     &http.Client{Transport: transport},
+	}
+	err := client.CreateUser(context.Background(), WorksmobileUserPayload{
+		DomainID:        300285955,
+		Email:           "tester@samaneng.com",
+		UserExternalKey: "user-1",
+		UserName:        WorksmobileUserName{LastName: "Tester"},
+		AliasEmails:     []string{"tester.alias@samaneng.com", "tester.alias2@samaneng.com"},
+		Locale:          "ko_KR",
+		PasswordConfig: WorksmobilePasswordConfig{
+			PasswordCreationType: "ADMIN",
+			Password:             GenerateWorksmobileInitialPassword(),
+		},
+		Organizations: []WorksmobileUserOrganization{
+			{DomainID: 300285955, Primary: true, OrgUnits: []WorksmobileUserOrgUnit{{OrgUnitID: "externalKey:tenant-saman"}}},
+		},
+	})
+
+	require.NoError(t, err)
+	require.NotNil(t, transport.request)
+	require.Equal(t, "/v1.0/users", transport.request.URL.Path)
+	require.Equal(t, http.MethodPost, transport.request.Method)
+	require.Equal(t, "Bearer directory-token-1", transport.request.Header.Get("Authorization"))
+
+	var payload map[string]any
+	require.NoError(t, json.Unmarshal(transport.requestBody, &payload))
+	require.Equal(t, "tester@samaneng.com", payload["email"])
+	require.Equal(t, "user-1", payload["userExternalKey"])
+	require.NotContains(t, payload, "privateEmail")
+	require.Equal(t, []any{"tester.alias@samaneng.com", "tester.alias2@samaneng.com"}, payload["aliasEmails"])
+	passwordConfig := payload["passwordConfig"].(map[string]any)
+	require.Equal(t, "ADMIN", passwordConfig["passwordCreationType"])
+	require.Len(t, passwordConfig["password"], 16)
+}
+
+func TestWorksmobileHTTPClientUpsertUserPatchesOnCreateConflictWithoutPasswordOrPrivateEmail(t *testing.T) {
+	transport := &captureRoundTripper{
+		responses: []captureResponse{
+			{statusCode: http.StatusConflict, body: `{"code":"ALREADY_EXISTS"}`},
+			{statusCode: http.StatusOK, body: `{}`},
+		},
+	}
+	client := &WorksmobileHTTPClient{
+		BaseURL:        "https://works.example.test",
+		DirectoryToken: "directory-token-1",
+		HTTPClient:     &http.Client{Transport: transport},
+	}
+
+	err := client.UpsertUser(context.Background(), WorksmobileUserPayload{
+		DomainID:        300285955,
+		Email:           "tester@samaneng.com",
+		UserExternalKey: "user-1",
+		UserName:        WorksmobileUserName{LastName: "Tester"},
+		PrivateEmail:    "private@example.com",
+		PasswordConfig: WorksmobilePasswordConfig{
+			PasswordCreationType: "ADMIN",
+			Password:             GenerateWorksmobileInitialPassword(),
+		},
+		Organizations: []WorksmobileUserOrganization{
+			{
+				DomainID: 300285955,
+				Primary:  true,
+				OrgUnits: []WorksmobileUserOrgUnit{
+					{OrgUnitID: "externalKey:tenant-saman", Primary: true},
+				},
+			},
+		},
+	})
+
+	require.NoError(t, err)
+	require.Len(t, transport.requests, 2)
+	require.Equal(t, http.MethodPost, transport.requests[0].Method)
+	require.Equal(t, "/v1.0/users", transport.requests[0].URL.Path)
+	require.Equal(t, http.MethodPatch, transport.requests[1].Method)
+	require.Equal(t, "/v1.0/users/tester@samaneng.com", transport.requests[1].URL.Path)
+
+	var patchPayload map[string]any
+	require.NoError(t, json.Unmarshal(transport.requestBodies[1], &patchPayload))
+	require.NotContains(t, patchPayload, "passwordConfig")
+	require.NotContains(t, patchPayload, "privateEmail")
+	require.Equal(t, "tester@samaneng.com", patchPayload["email"])
+	require.Equal(t, "user-1", patchPayload["userExternalKey"])
+}
+
+func TestWorksmobileHTTPClientCreateUserRequiresDirectoryToken(t *testing.T) {
+	client := &WorksmobileHTTPClient{
+		BaseURL:    "https://works.example.test",
+		SCIMToken:  "scim-token-1",
+		HTTPClient: &http.Client{Transport: &captureRoundTripper{statusCode: http.StatusCreated, body: `{}`}},
+	}
+
+	err := client.CreateUser(context.Background(), WorksmobileUserPayload{Email: "tester@samaneng.com"})
+
+	require.Error(t, err)
+	require.Contains(t, err.Error(), "worksmobile directory token is not configured")
+}
+
+func TestWorksmobileHTTPClientRequestsJWTBearerAccessToken(t *testing.T) {
+	privateKey := testRSAPrivateKeyPEM(t)
+	transport := &captureRoundTripper{
+		responses: []captureResponse{
+			{statusCode: http.StatusOK, body: `{"access_token":"directory-token-from-jwt","token_type":"Bearer","expires_in":3600}`},
+			{statusCode: http.StatusCreated, body: `{}`},
+		},
+	}
+	client := &WorksmobileHTTPClient{
+		BaseURL:    "https://works.example.test",
+		HTTPClient: &http.Client{Transport: transport},
+		now:        func() time.Time { return time.Unix(1710000000, 0) },
+		OAuthConfig: WorksmobileOAuthConfig{
+			ClientID:       "client-id-1",
+			ClientSecret:   "client-secret-1",
+			ServiceAccount: "service-account-1",
+			PrivateKey:     privateKey,
+			Scope:          "directory",
+			TokenURL:       "https://auth.example.test/token",
+		},
+	}
+
+	err := client.CreateUser(context.Background(), WorksmobileUserPayload{
+		DomainID:        300285955,
+		Email:           "tester@samaneng.com",
+		UserExternalKey: "user-1",
+		UserName:        WorksmobileUserName{LastName: "Tester"},
+		PasswordConfig:  WorksmobilePasswordConfig{PasswordCreationType: "ADMIN", Password: "Aa1!Aa1!Aa1!Aa1!"},
+	})
+
+	require.NoError(t, err)
+	require.Len(t, transport.requests, 2)
+	require.Equal(t, "https://auth.example.test/token", transport.requests[0].URL.String())
+	require.Equal(t, "/v1.0/users", transport.requests[1].URL.Path)
+	require.Equal(t, "Bearer directory-token-from-jwt", transport.requests[1].Header.Get("Authorization"))
+
+	form, err := url.ParseQuery(string(transport.requestBodies[0]))
+	require.NoError(t, err)
+	require.Equal(t, "urn:ietf:params:oauth:grant-type:jwt-bearer", form.Get("grant_type"))
+	require.Equal(t, "client-id-1", form.Get("client_id"))
+	require.Equal(t, "client-secret-1", form.Get("client_secret"))
+	require.Equal(t, "directory", form.Get("scope"))
+
+	parts := strings.Split(form.Get("assertion"), ".")
+	require.Len(t, parts, 3)
+	payloadData, err := base64.RawURLEncoding.DecodeString(parts[1])
+	require.NoError(t, err)
+	var payload map[string]any
+	require.NoError(t, json.Unmarshal(payloadData, &payload))
+	require.Equal(t, "client-id-1", payload["iss"])
+	require.Equal(t, "service-account-1", payload["sub"])
+	require.Equal(t, float64(1710000000), payload["iat"])
+	require.Equal(t, float64(1710003600), payload["exp"])
+}
+
+func TestWorksmobileHTTPClientListUsersUsesDirectoryAPIFirst(t *testing.T) {
+	t.Setenv("SAMAN_DOMAIN_ID", "300285955")
+	transport := &captureRoundTripper{
+		responses: []captureResponse{
+			{statusCode: http.StatusOK, body: `{"users":[{"userId":"works-user-1","userExternalKey":"user-1","email":"tester@samaneng.com","userName":{"lastName":"Tester"},"organizations":[{"primary":true,"orgUnits":[{"orgUnitId":"works-org-1","orgUnitName":"삼안"}]}]}],"responseMetaData":{}}`},
+		},
+	}
+	client := &WorksmobileHTTPClient{
+		BaseURL:        "https://works.example.test",
+		DirectoryToken: "directory-token-1",
+		SCIMToken:      "scim-token-1",
+		DomainIDs:      []int64{300285955},
+		HTTPClient:     &http.Client{Transport: transport},
+	}
+
+	users, err := client.ListUsers(context.Background())
+
+	require.NoError(t, err)
+	require.Len(t, users, 1)
+	require.Equal(t, "user-1", users[0].ExternalID)
+	require.Equal(t, "tester@samaneng.com", users[0].Email)
+	require.Equal(t, int64(300285955), users[0].DomainID)
+	require.Equal(t, "삼안", users[0].DomainName)
+	require.Equal(t, "works-org-1", users[0].PrimaryOrgUnitID)
+	require.Len(t, transport.requests, 1)
+	require.Equal(t, "/v1.0/users", transport.requests[0].URL.Path)
+	require.Equal(t, "300285955", transport.requests[0].URL.Query().Get("domainId"))
+}
+
+func TestWorksmobileHTTPClientListUsersFallsBackToSCIMWhenDirectoryFails(t *testing.T) {
+	transport := &captureRoundTripper{
+		responses: []captureResponse{
+			{statusCode: http.StatusForbidden, body: `{"code":"FORBIDDEN"}`},
+			{statusCode: http.StatusOK, body: `{"totalResults":1,"Resources":[{"id":"scim-user-1","userName":"tester@samaneng.com","displayName":"Tester","emails":[]}]} `},
+		},
+	}
+	client := &WorksmobileHTTPClient{
+		BaseURL:        "https://works.example.test",
+		DirectoryToken: "directory-token-1",
+		SCIMToken:      "scim-token-1",
+		DomainIDs:      []int64{300285955},
+		HTTPClient:     &http.Client{Transport: transport},
+	}
+
+	users, err := client.ListUsers(context.Background())
+
+	require.NoError(t, err)
+	require.Len(t, users, 1)
+	require.Equal(t, "scim-user-1", users[0].ID)
+	require.Equal(t, "tester@samaneng.com", users[0].Email)
+	require.Equal(t, "/v1.0/users", transport.requests[0].URL.Path)
+	require.Equal(t, "/scim/v2/Users", transport.requests[1].URL.Path)
+}
+
+func TestWorksmobileHTTPClientListGroupsUsesDirectoryAPIFirst(t *testing.T) {
+	t.Setenv("SAMAN_DOMAIN_ID", "300285955")
+	transport := &captureRoundTripper{
+		responses: []captureResponse{
+			{statusCode: http.StatusOK, body: `{"orgUnits":[{"orgUnitId":"works-org-1","orgUnitExternalKey":"tenant-1","orgUnitName":"삼안","parentOrgUnitId":"parent-1","parentOrgUnitName":"상위"}],"responseMetaData":{}}`},
+		},
+	}
+	client := &WorksmobileHTTPClient{
+		BaseURL:        "https://works.example.test",
+		DirectoryToken: "directory-token-1",
+		SCIMToken:      "scim-token-1",
+		DomainIDs:      []int64{300285955},
+		HTTPClient:     &http.Client{Transport: transport},
+	}
+
+	groups, err := client.ListGroups(context.Background())
+
+	require.NoError(t, err)
+	require.Len(t, groups, 1)
+	require.Equal(t, "tenant-1", groups[0].ExternalID)
+	require.Equal(t, "삼안", groups[0].DisplayName)
+	require.Equal(t, int64(300285955), groups[0].DomainID)
+	require.Equal(t, "삼안", groups[0].DomainName)
+	require.Equal(t, "parent-1", groups[0].ParentID)
+	require.Equal(t, "/v1.0/orgunits", transport.requests[0].URL.Path)
+}
+
+func TestWorksmobileLiveJWTTokenExchange(t *testing.T) {
+	if os.Getenv("WORKSMOBILE_LIVE_JWT_TOKEN_EXCHANGE") != "1" {
+		t.Skip("live Worksmobile token exchange is disabled")
+	}
+	client := NewWorksmobileHTTPClientWithAuth("", os.Getenv("SAMAN_SCIM_LONGLIVE_TOKEN"), WorksmobileOAuthConfig{
+		ClientID:       os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_ID"),
+		ClientSecret:   os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_SECRET"),
+		ServiceAccount: os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_SERVICE_ACCOUNT"),
+		PrivateKey:     os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY"),
+		Scope:          getenvDefault("WORKS_ADMIN_OAUTH_SCOPE", "directory"),
+	})
+
+	token, err := client.directoryAccessToken(context.Background())
+
+	require.NoError(t, err)
+	require.NotEmpty(t, token)
+}
+
+func TestWorksmobileRelayWorkerProcessesUserCreateAndMarksProcessed(t *testing.T) {
+	repo := &fakeWorksmobileOutboxRepo{
+		ready: []domain.WorksmobileOutbox{
+			{
+				ID:           "job-1",
+				ResourceType: domain.WorksmobileResourceUser,
+				ResourceID:   "user-1",
+				Action:       domain.WorksmobileActionUpsert,
+				Status:       domain.WorksmobileOutboxStatusPending,
+				Payload: worksmobileUserOutboxPayload("root-1", WorksmobileUserPayload{
+					Email:           "tester@samaneng.com",
+					UserExternalKey: "user-1",
+					PasswordConfig: WorksmobilePasswordConfig{
+						PasswordCreationType: "ADMIN",
+						Password:             "Aa1!Aa1!Aa1!Aa1!",
+					},
+				}),
+			},
+		},
+	}
+	client := &fakeWorksmobileDirectoryClient{}
+	worker := NewWorksmobileRelayWorker(repo, client)
+
+	err := worker.ProcessOnce(context.Background())
+
+	require.NoError(t, err)
+	require.Equal(t, []string{"job-1"}, repo.processingIDs)
+	require.Equal(t, []string{"job-1"}, repo.processedIDs)
+	require.Equal(t, "tester@samaneng.com", client.createdUsers[0].Email)
+}
+
+func TestRedactWorksmobileOutboxPayloadsRemovesInitialPasswordFromOverview(t *testing.T) {
+	jobs := []domain.WorksmobileOutbox{
+		{
+			ID: "job-1",
+			Payload: domain.JSONMap{
+				"loginEmail":      "tester@samaneng.com",
+				"initialPassword": "Aa1!Aa1!Aa1!Aa1!",
+			},
+		},
+	}
+
+	redacted := redactWorksmobileOutboxPayloads(jobs)
+
+	require.Nil(t, redacted[0].Payload)
+}
+
+func TestCompareWorksmobileUsersHidesMatchedByDefault(t *testing.T) {
+	localUsers := []domain.User{
+		{ID: "user-1", Email: "matched@samaneng.com", Name: "Matched"},
+		{ID: "user-2", Email: "missing@samaneng.com", Name: "Missing"},
+	}
+	remoteUsers := []WorksmobileRemoteUser{
+		{ID: "works-1", ExternalID: "user-1", Email: "matched@samaneng.com", DisplayName: "Matched"},
+	}
+
+	diffOnly := compareWorksmobileUsers(localUsers, remoteUsers, false, nil)
+	all := compareWorksmobileUsers(localUsers, remoteUsers, true, nil)
+
+	require.Len(t, diffOnly, 1)
+	require.Equal(t, "missing_in_worksmobile", diffOnly[0].Status)
+	require.Len(t, all, 2)
+	require.Equal(t, "matched", all[0].Status)
+}
+
+func TestCompareWorksmobileUsersIncludesBaronAndWorksPrimaryOrg(t *testing.T) {
+	tenantID := "tenant-primary"
+	localUsers := []domain.User{
+		{ID: "user-1", Email: "matched@samaneng.com", Name: "Matched", TenantID: &tenantID},
+	}
+	localTenants := map[string]domain.Tenant{
+		tenantID: {ID: tenantID, Name: "기술기획", Slug: "tech-planning"},
+	}
+	remoteUsers := []WorksmobileRemoteUser{
+		{
+			ID:                 "works-1",
+			ExternalID:         "user-1",
+			Email:              "matched@samaneng.com",
+			DisplayName:        "Matched",
+			DomainID:           300285955,
+			DomainName:         "삼안",
+			PrimaryOrgUnitID:   "works-org-1",
+			PrimaryOrgUnitName: "WORKS 기술기획",
+		},
+	}
+
+	items := compareWorksmobileUsers(localUsers, remoteUsers, true, localTenants)
+
+	require.Len(t, items, 1)
+	require.Equal(t, tenantID, items[0].BaronPrimaryOrgID)
+	require.Equal(t, "기술기획", items[0].BaronPrimaryOrgName)
+	require.Equal(t, int64(300285955), items[0].WorksmobileDomainID)
+	require.Equal(t, "삼안", items[0].WorksmobileDomainName)
+	require.Equal(t, "works-org-1", items[0].WorksmobilePrimaryOrgID)
+	require.Equal(t, "WORKS 기술기획", items[0].WorksmobilePrimaryOrgName)
+}
+
+func TestCompareWorksmobileUsersMatchesByEmailWhenDirectoryAPIOmitsExternalID(t *testing.T) {
+	localUsers := []domain.User{
+		{ID: "user-1", Email: "tester@samaneng.com", Name: "Tester"},
+	}
+	remoteUsers := []WorksmobileRemoteUser{
+		{ID: "works-1", ExternalID: "", Email: "tester@samaneng.com", DisplayName: "Tester"},
+	}
+
+	diffOnly := compareWorksmobileUsers(localUsers, remoteUsers, false, nil)
+	all := compareWorksmobileUsers(localUsers, remoteUsers, true, nil)
+
+	require.Empty(t, diffOnly)
+	require.Len(t, all, 1)
+	require.Equal(t, "matched", all[0].Status)
+	require.Equal(t, "works-1", all[0].WorksmobileID)
+	require.Empty(t, all[0].ExternalKey)
+}
+
+func TestCompareWorksmobileUsersIncludesWorksOnlyRowsWithoutExternalIDWhenIncludingMatched(t *testing.T) {
+	remoteUsers := []WorksmobileRemoteUser{
+		{ID: "works-1", ExternalID: "", Email: "works-only@samaneng.com", DisplayName: "Works Only"},
+	}
+
+	items := compareWorksmobileUsers(nil, remoteUsers, true, nil)
+
+	require.Len(t, items, 1)
+	require.Equal(t, "missing_external_key", items[0].Status)
+	require.Equal(t, "works-1", items[0].WorksmobileID)
+	require.Equal(t, "works-only@samaneng.com", items[0].WorksmobileEmail)
+}
+
+func TestCompareWorksmobileGroupsIncludesBaronAndWorksParentOrg(t *testing.T) {
+	parentID := "tenant-parent"
+	childID := "tenant-child"
+	localTenants := []domain.Tenant{
+		{ID: parentID, Name: "기술본부", Type: domain.TenantTypeOrganization},
+		{ID: childID, Name: "기술기획", Type: domain.TenantTypeOrganization, ParentID: &parentID},
+	}
+	remoteGroups := []WorksmobileRemoteGroup{
+		{
+			ID:          "works-parent",
+			ExternalID:  parentID,
+			DisplayName: "WORKS 기술본부",
+			DomainID:    300286337,
+			DomainName:  "총괄기획&기술개발센터",
+		},
+		{
+			ID:          "works-child",
+			ExternalID:  childID,
+			DisplayName: "WORKS 기술기획",
+			DomainID:    300286337,
+			DomainName:  "총괄기획&기술개발센터",
+			ParentID:    "works-parent",
+			ParentName:  "WORKS 기술본부",
+		},
+	}
+
+	items := compareWorksmobileGroups(localTenants, remoteGroups, true)
+
+	require.Len(t, items, 2)
+	require.Equal(t, parentID, items[1].BaronParentID)
+	require.Equal(t, "기술본부", items[1].BaronParentName)
+	require.Equal(t, int64(300286337), items[1].WorksmobileDomainID)
+	require.Equal(t, "총괄기획&기술개발센터", items[1].WorksmobileDomainName)
+	require.Equal(t, "works-parent", items[1].WorksmobileParentID)
+	require.Equal(t, "WORKS 기술본부", items[1].WorksmobileParentName)
+}
+
+func TestCompareWorksmobileGroupsDoesNotMatchDomainCompanyByDomainID(t *testing.T) {
+	t.Setenv("SAMAN_DOMAIN_ID", "1001")
+	parentID := "root-tenant"
+	localTenants := []domain.Tenant{
+		{
+			ID:       "company-saman",
+			Name:     "삼안",
+			Type:     domain.TenantTypeCompany,
+			ParentID: &parentID,
+			Domains:  []domain.TenantDomain{{Domain: "samaneng.com"}},
+		},
+	}
+	remoteGroups := []WorksmobileRemoteGroup{
+		{
+			ID:          "works-org-1",
+			DisplayName: "WORKS 전용 조직",
+			DomainID:    1001,
+			DomainName:  "삼안",
+		},
+	}
+
+	items := compareWorksmobileGroups(localTenants, remoteGroups, true)
+
+	require.Len(t, items, 1)
+	require.Empty(t, items[0].BaronID)
+	require.Equal(t, "missing_external_key", items[0].Status)
+}
+
+func TestCompareWorksmobileGroupsIncludesWorksOnlyRowsWithoutExternalIDWhenIncludingMatched(t *testing.T) {
+	remoteGroups := []WorksmobileRemoteGroup{
+		{ID: "works-group-1", ExternalID: "", DisplayName: "WORKS 전용 조직"},
+	}
+
+	items := compareWorksmobileGroups(nil, remoteGroups, true)
+
+	require.Len(t, items, 1)
+	require.Equal(t, "missing_external_key", items[0].Status)
+	require.Equal(t, "works-group-1", items[0].WorksmobileID)
+	require.Equal(t, "WORKS 전용 조직", items[0].WorksmobileName)
+}
+
+func TestParseWorksmobileRemoteUserUsesUserNameEmailWhenEmailsAreEmpty(t *testing.T) {
+	user := parseWorksmobileRemoteUser(map[string]any{
+		"id":          "works-1",
+		"userName":    "tester@samaneng.com",
+		"displayName": "Tester",
+		"emails":      []any{},
+	})
+
+	require.Equal(t, "tester@samaneng.com", user.UserName)
+	require.Equal(t, "tester@samaneng.com", user.Email)
+}
+
+func TestParseWorksmobileRemoteResourcesExtractsOrgFields(t *testing.T) {
+	user := parseWorksmobileRemoteUser(map[string]any{
+		"id":         "works-user",
+		"externalId": "user-1",
+		"organizations": []any{
+			map[string]any{
+				"primary":     true,
+				"orgUnitId":   "works-org-1",
+				"orgUnitName": "WORKS 기술기획",
+			},
+		},
+	})
+	group := parseWorksmobileRemoteGroup(map[string]any{
+		"id":         "works-group",
+		"externalId": "group-1",
+		"parent": map[string]any{
+			"id":          "works-parent",
+			"displayName": "WORKS 기술본부",
+		},
+	})
+
+	require.Equal(t, "works-org-1", user.PrimaryOrgUnitID)
+	require.Equal(t, "WORKS 기술기획", user.PrimaryOrgUnitName)
+	require.Equal(t, "works-parent", group.ParentID)
+	require.Equal(t, "WORKS 기술본부", group.ParentName)
+}
+
+func TestParseWorksmobileDirectoryUserIncludesFullNameLevelAndOrgRole(t *testing.T) {
+	user := parseWorksmobileDirectoryUser(map[string]any{
+		"userId": "works-user",
+		"email":  "tester@samaneng.com",
+		"userName": map[string]any{
+			"lastName":  "홍",
+			"firstName": "길동",
+		},
+		"levelId":   "level-1",
+		"levelName": "책임",
+		"task":      "기술검토",
+		"organizations": []any{
+			map[string]any{
+				"primary": true,
+				"orgUnits": []any{
+					map[string]any{
+						"orgUnitId":    "works-org-1",
+						"orgUnitName":  "기술기획",
+						"positionId":   "position-1",
+						"positionName": "팀장",
+						"isManager":    true,
+					},
+				},
+			},
+		},
+	})
+
+	require.Equal(t, "홍길동", user.DisplayName)
+	require.Equal(t, "level-1", user.LevelID)
+	require.Equal(t, "책임", user.LevelName)
+	require.Equal(t, "기술검토", user.Task)
+	require.Equal(t, "works-org-1", user.PrimaryOrgUnitID)
+	require.Equal(t, "기술기획", user.PrimaryOrgUnitName)
+	require.Equal(t, "position-1", user.PrimaryOrgUnitPositionID)
+	require.Equal(t, "팀장", user.PrimaryOrgUnitPositionName)
+	require.NotNil(t, user.PrimaryOrgUnitIsManager)
+	require.True(t, *user.PrimaryOrgUnitIsManager)
+}
+
+type fakeWorksmobileOutboxRepo struct {
+	ready         []domain.WorksmobileOutbox
+	created       []domain.WorksmobileOutbox
+	processingIDs []string
+	processedIDs  []string
+	failedIDs     []string
+}
+
+func (f *fakeWorksmobileOutboxRepo) Create(ctx context.Context, item *domain.WorksmobileOutbox) error {
+	f.created = append(f.created, *item)
+	return nil
+}
+
+func (f *fakeWorksmobileOutboxRepo) ListRecent(ctx context.Context, limit int) ([]domain.WorksmobileOutbox, error) {
+	return nil, nil
+}
+
+func (f *fakeWorksmobileOutboxRepo) ListReady(ctx context.Context, limit int) ([]domain.WorksmobileOutbox, error) {
+	return f.ready, nil
+}
+
+func (f *fakeWorksmobileOutboxRepo) FindByID(ctx context.Context, id string) (*domain.WorksmobileOutbox, error) {
+	return nil, nil
+}
+
+func (f *fakeWorksmobileOutboxRepo) MarkRetry(ctx context.Context, id string) error {
+	return nil
+}
+
+func (f *fakeWorksmobileOutboxRepo) MarkProcessing(ctx context.Context, id string) error {
+	f.processingIDs = append(f.processingIDs, id)
+	return nil
+}
+
+func (f *fakeWorksmobileOutboxRepo) MarkProcessed(ctx context.Context, id string) error {
+	f.processedIDs = append(f.processedIDs, id)
+	return nil
+}
+
+func (f *fakeWorksmobileOutboxRepo) MarkFailed(ctx context.Context, id string, message string, nextAttemptAt time.Time) error {
+	f.failedIDs = append(f.failedIDs, id)
+	return nil
+}
+
+type fakeWorksmobileDirectoryClient struct {
+	createdOrgUnits []WorksmobileOrgUnitPayload
+	createdUsers    []WorksmobileUserPayload
+	deletedUsers    []string
+}
+
+type captureRoundTripper struct {
+	request       *http.Request
+	requestBody   []byte
+	statusCode    int
+	body          string
+	responses     []captureResponse
+	requests      []*http.Request
+	requestBodies [][]byte
+}
+
+type captureResponse struct {
+	statusCode int
+	body       string
+}
+
+func (t *captureRoundTripper) RoundTrip(req *http.Request) (*http.Response, error) {
+	t.request = req
+	t.requests = append(t.requests, req)
+	if req.Body != nil {
+		data, err := io.ReadAll(req.Body)
+		if err != nil {
+			return nil, err
+		}
+		t.requestBody = data
+		t.requestBodies = append(t.requestBodies, data)
+	}
+	statusCode := t.statusCode
+	body := t.body
+	if len(t.responses) > 0 {
+		response := t.responses[0]
+		t.responses = t.responses[1:]
+		statusCode = response.statusCode
+		body = response.body
+	}
+	if statusCode == 0 {
+		statusCode = http.StatusOK
+	}
+	return &http.Response{
+		StatusCode: statusCode,
+		Header:     make(http.Header),
+		Body:       io.NopCloser(strings.NewReader(body)),
+		Request:    req,
+	}, nil
+}
+
+func testRSAPrivateKeyPEM(t *testing.T) string {
+	t.Helper()
+	key, err := rsa.GenerateKey(rand.Reader, 2048)
+	require.NoError(t, err)
+	data := x509.MarshalPKCS1PrivateKey(key)
+	return string(pem.EncodeToMemory(&pem.Block{Type: "RSA PRIVATE KEY", Bytes: data}))
+}
+
+func getenvDefault(key string, fallback string) string {
+	if value := os.Getenv(key); value != "" {
+		return value
+	}
+	return fallback
+}
+
+func (f *fakeWorksmobileDirectoryClient) CreateOrgUnit(ctx context.Context, payload WorksmobileOrgUnitPayload) error {
+	f.createdOrgUnits = append(f.createdOrgUnits, payload)
+	return nil
+}
+
+func (f *fakeWorksmobileDirectoryClient) CreateUser(ctx context.Context, payload WorksmobileUserPayload) error {
+	f.createdUsers = append(f.createdUsers, payload)
+	return nil
+}
+
+func (f *fakeWorksmobileDirectoryClient) UpsertUser(ctx context.Context, payload WorksmobileUserPayload) error {
+	f.createdUsers = append(f.createdUsers, payload)
+	return nil
+}
+
+func (f *fakeWorksmobileDirectoryClient) DeleteUser(ctx context.Context, userID string) error {
+	f.deletedUsers = append(f.deletedUsers, userID)
+	return nil
+}
+
+func (f *fakeWorksmobileDirectoryClient) ListUsers(ctx context.Context) ([]WorksmobileRemoteUser, error) {
+	return nil, nil
+}
+
+func (f *fakeWorksmobileDirectoryClient) ListGroups(ctx context.Context) ([]WorksmobileRemoteGroup, error) {
+	return nil, nil
+}
diff --git a/backend/internal/service/worksmobile_live_flow_test.go b/backend/internal/service/worksmobile_live_flow_test.go
new file mode 100644
index 00000000..ff2a9cc5
--- /dev/null
+++ b/backend/internal/service/worksmobile_live_flow_test.go
@@ -0,0 +1,145 @@
+package service
+
+import (
+	"baron-sso-backend/internal/domain"
+	"baron-sso-backend/internal/repository"
+	"context"
+	"fmt"
+	"os"
+	"strings"
+	"testing"
+	"time"
+
+	"github.com/stretchr/testify/require"
+	"gorm.io/driver/postgres"
+	"gorm.io/gorm"
+)
+
+func TestWorksmobileLiveSamanUsersDirectoryProvisioning(t *testing.T) {
+	if os.Getenv("WORKSMOBILE_LIVE_SAMAN_PROVISIONING") != "1" {
+		t.Skip("live Worksmobile Saman provisioning is disabled")
+	}
+	ctx := context.Background()
+	db, err := gorm.Open(postgres.Open(worksmobileLiveDSN()), &gorm.Config{})
+	require.NoError(t, err)
+
+	tenantRepo := repository.NewTenantRepository(db)
+	userRepo := repository.NewUserRepository(db)
+	userGroupRepo := repository.NewUserGroupRepository(db)
+	outboxRepo := repository.NewWorksmobileOutboxRepository(db)
+	tenantService := NewTenantService(tenantRepo, userRepo, userGroupRepo, nil)
+	client := NewWorksmobileHTTPClientWithAuth("", os.Getenv("SAMAN_SCIM_LONGLIVE_TOKEN"), WorksmobileOAuthConfig{
+		ClientID:       os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_ID"),
+		ClientSecret:   os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_SECRET"),
+		ServiceAccount: os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_SERVICE_ACCOUNT"),
+		PrivateKey:     os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY"),
+		Scope:          getenvDefault("WORKS_ADMIN_OAUTH_SCOPE", "directory"),
+	})
+	syncService := NewWorksmobileSyncService(tenantService, userRepo, outboxRepo, client)
+	worker := NewWorksmobileRelayWorker(outboxRepo, client)
+
+	root, err := tenantService.GetTenantBySlug(ctx, HanmacFamilyTenantSlug)
+	require.NoError(t, err)
+	samanTenant, err := tenantService.GetTenantBySlug(ctx, "saman")
+	require.NoError(t, err)
+	createWorksmobileLiveOrgUnitIfMissing(t, ctx, client, *samanTenant)
+
+	targetEmails := []string{"tester@samaneng.com", "orgadmin@samaneng.com"}
+	for _, email := range targetEmails {
+		user, err := userRepo.FindByEmail(ctx, email)
+		require.NoError(t, err)
+		dedupeKey := "user:" + strings.ToLower(WorksmobileUserStatusAction(user.Status)) + ":" + user.ID
+		job := findWorksmobileLiveOutboxByDedupe(t, db, dedupeKey)
+		if job.Status != domain.WorksmobileOutboxStatusProcessed {
+			remote, err := client.FindUser(ctx, user.Email)
+			require.NoError(t, err)
+			if remote != nil {
+				require.NoError(t, outboxRepo.MarkProcessed(ctx, job.ID))
+				continue
+			}
+			item, err := syncService.EnqueueUserSync(ctx, root.ID, user.ID)
+			require.NoError(t, err)
+			require.NotEmpty(t, item)
+			require.NoError(t, outboxRepo.MarkRetry(ctx, job.ID))
+			job = findWorksmobileLiveOutboxByDedupe(t, db, dedupeKey)
+			err = worker.processJob(ctx, job)
+			require.NoError(t, err)
+		}
+
+		processed, err := outboxRepo.FindByID(ctx, job.ID)
+		require.NoError(t, err)
+		require.Equal(t, domain.WorksmobileOutboxStatusProcessed, processed.Status)
+	}
+
+	credentials, err := syncService.ListInitialPasswordCredentials(ctx, root.ID)
+	require.NoError(t, err)
+	seen := map[string]bool{}
+	for _, credential := range credentials {
+		if credential.Email == "tester@samaneng.com" || credential.Email == "orgadmin@samaneng.com" {
+			require.Equal(t, domain.WorksmobileOutboxStatusProcessed, credential.Status)
+			require.Len(t, credential.InitialPassword, 16)
+			seen[credential.Email] = true
+		}
+	}
+	require.True(t, seen["tester@samaneng.com"])
+	require.True(t, seen["orgadmin@samaneng.com"])
+
+	remoteUsers, err := client.ListUsers(ctx)
+	require.NoError(t, err)
+	remoteByEmail := map[string]WorksmobileRemoteUser{}
+	for _, user := range remoteUsers {
+		remoteByEmail[user.Email] = user
+	}
+	require.NotEmpty(t, remoteByEmail["tester@samaneng.com"].ID)
+	require.NotEmpty(t, remoteByEmail["orgadmin@samaneng.com"].ID)
+
+	remoteGroups, err := client.ListGroups(ctx)
+	require.NoError(t, err)
+	foundSamanOrgUnit := false
+	for _, group := range remoteGroups {
+		if group.ExternalID == samanTenant.ID {
+			foundSamanOrgUnit = true
+			require.Equal(t, "삼안", group.DisplayName)
+		}
+	}
+	require.True(t, foundSamanOrgUnit)
+}
+
+func createWorksmobileLiveOrgUnitIfMissing(t *testing.T, ctx context.Context, client *WorksmobileHTTPClient, tenant domain.Tenant) {
+	t.Helper()
+	payload, err := BuildWorksmobileOrgUnitPayload(tenant, nil, 1)
+	require.NoError(t, err)
+	if tenant.ParentID != nil {
+		payload.ParentOrgUnitID = ""
+	}
+	err = client.CreateOrgUnit(ctx, payload)
+	if apiErr, ok := err.(WorksmobileHTTPError); ok && apiErr.StatusCode == 409 {
+		return
+	}
+	require.NoError(t, err)
+}
+
+func worksmobileLiveDSN() string {
+	host := getenvDefault("DB_HOST", "localhost")
+	port := getenvDefault("DB_PORT", "5432")
+	user := getenvDefault("DB_USER", "baron")
+	password := os.Getenv("DB_PASSWORD")
+	name := getenvDefault("DB_NAME", "baron_sso")
+	return fmt.Sprintf("host=%s user=%s password=%s dbname=%s port=%s sslmode=disable TimeZone=Asia/Seoul", host, user, password, name, port)
+}
+
+func findWorksmobileLiveOutboxByDedupe(t *testing.T, db *gorm.DB, dedupeKey string) domain.WorksmobileOutbox {
+	t.Helper()
+	var job domain.WorksmobileOutbox
+	deadline := time.Now().Add(3 * time.Second)
+	for {
+		err := db.Where("dedupe_key = ?", dedupeKey).First(&job).Error
+		if err == nil {
+			return job
+		}
+		if time.Now().After(deadline) {
+			require.NoError(t, err)
+		}
+		time.Sleep(100 * time.Millisecond)
+	}
+}
diff --git a/backend/internal/service/worksmobile_mapper.go b/backend/internal/service/worksmobile_mapper.go
new file mode 100644
index 00000000..9799fe44
--- /dev/null
+++ b/backend/internal/service/worksmobile_mapper.go
@@ -0,0 +1,604 @@
+package service
+
+import (
+	"baron-sso-backend/internal/domain"
+	"crypto/rand"
+	"errors"
+	"fmt"
+	"math/big"
+	"net/mail"
+	"os"
+	"sort"
+	"strconv"
+	"strings"
+)
+
+const (
+	WorksmobileUserActionUpsert  = "UPSERT"
+	WorksmobileUserActionSuspend = "SUSPEND"
+)
+
+type WorksmobileOrgUnitPayload struct {
+	DomainID           int64  `json:"domainId"`
+	OrgUnitName        string `json:"orgUnitName"`
+	OrgUnitExternalKey string `json:"orgUnitExternalKey"`
+	ParentOrgUnitID    string `json:"parentOrgUnitId,omitempty"`
+	DisplayOrder       int    `json:"displayOrder"`
+}
+
+type WorksmobileUserPayload struct {
+	DomainID        int64                         `json:"domainId"`
+	Email           string                        `json:"email"`
+	UserExternalKey string                        `json:"userExternalKey"`
+	UserName        WorksmobileUserName           `json:"userName"`
+	CellPhone       string                        `json:"cellPhone,omitempty"`
+	EmployeeNumber  string                        `json:"employeeNumber,omitempty"`
+	PrivateEmail    string                        `json:"privateEmail,omitempty"`
+	AliasEmails     []string                      `json:"aliasEmails,omitempty"`
+	Locale          string                        `json:"locale,omitempty"`
+	PasswordConfig  WorksmobilePasswordConfig     `json:"passwordConfig"`
+	Task            string                        `json:"task,omitempty"`
+	Organizations   []WorksmobileUserOrganization `json:"organizations,omitempty"`
+}
+
+type WorksmobileUserName struct {
+	LastName string `json:"lastName,omitempty"`
+}
+
+type WorksmobilePasswordConfig struct {
+	PasswordCreationType string `json:"passwordCreationType"`
+	Password             string `json:"password"`
+}
+
+type WorksmobileUserOrganization struct {
+	DomainID int64                    `json:"domainId,omitempty"`
+	Primary  bool                     `json:"primary,omitempty"`
+	OrgUnits []WorksmobileUserOrgUnit `json:"orgUnits"`
+}
+
+type WorksmobileUserOrgUnit struct {
+	OrgUnitID  string `json:"orgUnitId"`
+	Primary    bool   `json:"primary,omitempty"`
+	PositionID string `json:"positionId,omitempty"`
+	IsManager  *bool  `json:"isManager,omitempty"`
+}
+
+func BuildWorksmobileOrgUnitPayload(tenant domain.Tenant, rootConfig domain.JSONMap, displayOrder int) (WorksmobileOrgUnitPayload, error) {
+	return BuildWorksmobileOrgUnitPayloadForDomainTenant(tenant, tenant, rootConfig, displayOrder)
+}
+
+func BuildWorksmobileOrgUnitPayloadForDomainTenant(tenant domain.Tenant, domainTenant domain.Tenant, rootConfig domain.JSONMap, displayOrder int) (WorksmobileOrgUnitPayload, error) {
+	if err := ValidateWorksmobileExternalKey(tenant.ID); err != nil {
+		return WorksmobileOrgUnitPayload{}, err
+	}
+	domainID, err := ResolveWorksmobileDomainIDFromTenant(domainTenant, rootConfig)
+	if err != nil {
+		return WorksmobileOrgUnitPayload{}, err
+	}
+	payload := WorksmobileOrgUnitPayload{
+		DomainID:           domainID,
+		OrgUnitName:        strings.TrimSpace(tenant.Name),
+		OrgUnitExternalKey: tenant.ID,
+		DisplayOrder:       displayOrder,
+	}
+	if tenant.ParentID != nil && *tenant.ParentID != "" {
+		if err := ValidateWorksmobileExternalKey(*tenant.ParentID); err != nil {
+			return WorksmobileOrgUnitPayload{}, err
+		}
+		payload.ParentOrgUnitID = "externalKey:" + *tenant.ParentID
+	}
+	return payload, nil
+}
+
+func BuildWorksmobileUserPayload(user domain.User, tenant domain.Tenant, rootConfig domain.JSONMap) (WorksmobileUserPayload, error) {
+	return BuildWorksmobileUserPayloadForDomainTenant(user, tenant, tenant, rootConfig)
+}
+
+func BuildWorksmobileUserPayloadForDomainTenant(user domain.User, tenant domain.Tenant, _ domain.Tenant, rootConfig domain.JSONMap) (WorksmobileUserPayload, error) {
+	return BuildWorksmobileUserPayloadForDomainTenants(user, tenant, map[string]domain.Tenant{tenant.ID: tenant}, rootConfig)
+}
+
+func BuildWorksmobileUserPayloadForDomainTenants(user domain.User, tenant domain.Tenant, tenantByID map[string]domain.Tenant, rootConfig domain.JSONMap) (WorksmobileUserPayload, error) {
+	if err := ValidateWorksmobileExternalKey(user.ID); err != nil {
+		return WorksmobileUserPayload{}, err
+	}
+	if tenant.ID == "" {
+		return WorksmobileUserPayload{}, errors.New("tenant is required")
+	}
+	if tenantByID == nil {
+		tenantByID = map[string]domain.Tenant{}
+	}
+	tenantByID[tenant.ID] = tenant
+	domainTenant := worksmobileDomainClassificationTenant(tenant, tenantByID)
+	domainID, err := ResolveWorksmobileDomainIDFromTenant(domainTenant, rootConfig)
+	if err != nil {
+		return WorksmobileUserPayload{}, err
+	}
+	employeeNumber := metadataString(user.Metadata, "employee_id", "employeeNumber", "employee_number")
+	organizations, task, err := buildWorksmobileUserOrganizations(user, tenant, tenantByID, rootConfig)
+	if err != nil {
+		return WorksmobileUserPayload{}, err
+	}
+	if task == "" {
+		task = strings.TrimSpace(user.JobTitle)
+	}
+	payload := WorksmobileUserPayload{
+		DomainID:        domainID,
+		Email:           strings.TrimSpace(user.Email),
+		UserExternalKey: user.ID,
+		UserName:        WorksmobileUserName{LastName: strings.TrimSpace(user.Name)},
+		CellPhone:       strings.TrimSpace(user.Phone),
+		EmployeeNumber:  employeeNumber,
+		Locale:          "ko_KR",
+		PasswordConfig: WorksmobilePasswordConfig{
+			PasswordCreationType: "ADMIN",
+			Password:             GenerateWorksmobileInitialPassword(),
+		},
+		Task:          task,
+		Organizations: organizations,
+	}
+	payload.AliasEmails = BuildWorksmobileAliasEmails(user, tenant)
+	return payload, nil
+}
+
+type worksmobileAppointment struct {
+	TenantID   string
+	IsPrimary  bool
+	IsOwner    bool
+	HasOwner   bool
+	JobTitle   string
+	PositionID string
+}
+
+func buildWorksmobileUserOrganizations(user domain.User, tenant domain.Tenant, tenantByID map[string]domain.Tenant, rootConfig domain.JSONMap) ([]WorksmobileUserOrganization, string, error) {
+	appointments := worksmobileAppointmentsFromMetadata(user.Metadata)
+	if len(appointments) == 0 {
+		appointments = []worksmobileAppointment{{TenantID: tenant.ID, IsPrimary: true}}
+	}
+	primaryTenantID := metadataString(user.Metadata, "primaryTenantId", "primary_tenant_id")
+	if primaryTenantID == "" && user.TenantID != nil {
+		primaryTenantID = *user.TenantID
+	}
+	hasPrimary := false
+	for i := range appointments {
+		if appointments[i].TenantID == primaryTenantID || appointments[i].IsPrimary {
+			appointments[i].IsPrimary = true
+			hasPrimary = true
+			break
+		}
+	}
+	if !hasPrimary {
+		for i := range appointments {
+			if appointments[i].TenantID == tenant.ID {
+				appointments[i].IsPrimary = true
+				break
+			}
+		}
+	}
+
+	organizations := make([]WorksmobileUserOrganization, 0, len(appointments))
+	seen := map[string]bool{}
+	task := ""
+	for _, appointment := range appointments {
+		if appointment.TenantID == "" || seen[appointment.TenantID] {
+			continue
+		}
+		appointmentTenant, ok := tenantByID[appointment.TenantID]
+		if !ok {
+			continue
+		}
+		if err := ValidateWorksmobileExternalKey(appointmentTenant.ID); err != nil {
+			return nil, "", err
+		}
+		domainTenant := worksmobileDomainClassificationTenant(appointmentTenant, tenantByID)
+		domainID, err := ResolveWorksmobileDomainIDFromTenant(domainTenant, rootConfig)
+		if err != nil {
+			return nil, "", err
+		}
+		orgUnit := WorksmobileUserOrgUnit{
+			OrgUnitID:  "externalKey:" + appointmentTenant.ID,
+			Primary:    appointment.IsPrimary,
+			PositionID: appointment.PositionID,
+		}
+		if appointment.HasOwner {
+			isManager := appointment.IsOwner
+			orgUnit.IsManager = &isManager
+		}
+		organizations = append(organizations, WorksmobileUserOrganization{
+			DomainID: domainID,
+			Primary:  appointment.IsPrimary,
+			OrgUnits: []WorksmobileUserOrgUnit{orgUnit},
+		})
+		if appointment.IsPrimary && strings.TrimSpace(appointment.JobTitle) != "" {
+			task = strings.TrimSpace(appointment.JobTitle)
+		}
+		seen[appointment.TenantID] = true
+	}
+	if len(organizations) == 0 {
+		return nil, "", errors.New("no valid worksmobile organization")
+	}
+	sortWorksmobileOrganizations(organizations)
+	return organizations, task, nil
+}
+
+func worksmobileAppointmentsFromMetadata(metadata domain.JSONMap) []worksmobileAppointment {
+	rawAppointments, ok := metadata["additionalAppointments"].([]any)
+	if !ok {
+		return nil
+	}
+	appointments := make([]worksmobileAppointment, 0, len(rawAppointments))
+	for _, raw := range rawAppointments {
+		item, ok := raw.(map[string]any)
+		if !ok {
+			continue
+		}
+		appointment := worksmobileAppointment{
+			TenantID:   metadataString(domain.JSONMap(item), "tenantId", "tenant_id"),
+			IsPrimary:  metadataBool(domain.JSONMap(item), "isPrimary", "primary"),
+			JobTitle:   metadataString(domain.JSONMap(item), "jobTitle", "job_title", "task"),
+			PositionID: metadataString(domain.JSONMap(item), "worksmobilePositionId", "positionId", "position_id"),
+		}
+		if isOwner, ok := metadataOptionalBool(domain.JSONMap(item), "isOwner", "isManager"); ok {
+			appointment.IsOwner = isOwner
+			appointment.HasOwner = true
+		}
+		appointments = append(appointments, appointment)
+	}
+	return appointments
+}
+
+func sortWorksmobileOrganizations(organizations []WorksmobileUserOrganization) {
+	sort.SliceStable(organizations, func(i, j int) bool {
+		if organizations[i].Primary != organizations[j].Primary {
+			return organizations[i].Primary
+		}
+		left := ""
+		right := ""
+		if len(organizations[i].OrgUnits) > 0 {
+			left = organizations[i].OrgUnits[0].OrgUnitID
+		}
+		if len(organizations[j].OrgUnits) > 0 {
+			right = organizations[j].OrgUnits[0].OrgUnitID
+		}
+		return left < right
+	})
+}
+
+func BuildWorksmobileAliasEmails(user domain.User, tenant domain.Tenant) []string {
+	candidates := metadataStringList(user.Metadata, "aliasEmails", "alias_emails", "worksmobileAliasEmails")
+	employeeNumber := metadataString(user.Metadata, "employee_id", "employeeNumber", "employee_number")
+	if isHanmacWorksmobileTenant(tenant) && employeeNumber != "" {
+		candidates = append(candidates, employeeNumber+"@hanmaceng.co.kr")
+	}
+	return normalizeWorksmobileAliasEmails(user.Email, candidates)
+}
+
+func normalizeWorksmobileAliasEmails(primaryEmail string, candidates []string) []string {
+	result := make([]string, 0, len(candidates))
+	seen := map[string]bool{}
+	primary := strings.ToLower(strings.TrimSpace(primaryEmail))
+	for _, candidate := range candidates {
+		normalized := strings.ToLower(strings.TrimSpace(candidate))
+		if normalized == "" || normalized == primary || seen[normalized] {
+			continue
+		}
+		if _, err := mail.ParseAddress(normalized); err != nil {
+			continue
+		}
+		seen[normalized] = true
+		result = append(result, normalized)
+	}
+	return result
+}
+
+func ValidateWorksmobileAliasLocalParts(primaryEmail string, aliasEmails []string, existingLocalParts map[string]string) error {
+	seen := map[string]string{}
+	primaryLocalPart, err := domain.ExtractNormalizedEmailLocalPart(primaryEmail)
+	if err != nil {
+		return err
+	}
+	seen[primaryLocalPart] = primaryEmail
+
+	for _, aliasEmail := range aliasEmails {
+		localPart, err := domain.ExtractNormalizedEmailLocalPart(aliasEmail)
+		if err != nil {
+			return err
+		}
+		if previous, ok := seen[localPart]; ok {
+			return fmt.Errorf("worksmobile alias local-part duplicates %s: %s and %s", localPart, previous, aliasEmail)
+		}
+		if owner, ok := existingLocalParts[localPart]; ok {
+			return fmt.Errorf("worksmobile alias local-part %s는 이미 사용 중입니다: %s", localPart, owner)
+		}
+		seen[localPart] = aliasEmail
+	}
+	return nil
+}
+
+func GenerateWorksmobileInitialPassword() string {
+	digits := "0123456789"
+	letters := "abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ"
+	symbols := "!@#$%^&*()-_=+[]{}"
+	all := digits + letters + symbols
+
+	password := []byte{
+		randomChar(digits),
+		randomChar(letters),
+		randomChar(symbols),
+	}
+	for len(password) < 16 {
+		password = append(password, randomChar(all))
+	}
+	shuffleBytes(password)
+	return string(password)
+}
+
+func randomChar(chars string) byte {
+	if chars == "" {
+		return 'x'
+	}
+	index, err := rand.Int(rand.Reader, big.NewInt(int64(len(chars))))
+	if err != nil {
+		return chars[0]
+	}
+	return chars[index.Int64()]
+}
+
+func shuffleBytes(values []byte) {
+	for i := len(values) - 1; i > 0; i-- {
+		j, err := rand.Int(rand.Reader, big.NewInt(int64(i+1)))
+		if err != nil {
+			continue
+		}
+		values[i], values[j.Int64()] = values[j.Int64()], values[i]
+	}
+}
+
+func WorksmobileUserStatusAction(status string) string {
+	switch strings.ToLower(strings.TrimSpace(status)) {
+	case domain.UserStatusInactive, domain.UserStatusSuspended, domain.UserStatusLeaveOfAbsence:
+		return WorksmobileUserActionSuspend
+	default:
+		return WorksmobileUserActionUpsert
+	}
+}
+
+func ValidateWorksmobileExternalKey(value string) error {
+	value = strings.TrimSpace(value)
+	if value == "" {
+		return errors.New("external key is required")
+	}
+	if strings.ContainsAny(value, `%\#/?`) {
+		return fmt.Errorf("external key contains unsupported character: %s", value)
+	}
+	return nil
+}
+
+func ResolveWorksmobileDomainIDFromTenant(tenant domain.Tenant, _ domain.JSONMap) (int64, error) {
+	envKey := worksmobileTenantDomainIDEnvKey(tenant)
+	if domainID, ok := worksmobileDomainIDFromEnv(envKey); ok {
+		return domainID, nil
+	}
+	return 0, fmt.Errorf("worksmobile domain id env is missing for tenant: %s", envKey)
+}
+
+func worksmobileTenantDomainIDEnvKey(tenant domain.Tenant) string {
+	if tenantHasDomain(tenant, "samaneng.com") || tenantMatchesAny(tenant, "saman", "삼안") {
+		return "SAMAN_DOMAIN_ID"
+	}
+	if isHanmacWorksmobileTenant(tenant) {
+		return "HANMAC_DOMAIN_ID"
+	}
+	if tenantMatchesAny(tenant, "gpdtdc", "총괄", "기술개발센터", "기술개발") {
+		return "GPDTDC_DOMAIN_ID"
+	}
+	return "BARONGROUP_DOMAIN_ID"
+}
+
+func worksmobileDomainIDFromEnv(key string) (int64, bool) {
+	if key == "" {
+		return 0, false
+	}
+	id, ok := parseDomainID(os.Getenv(key))
+	return id, ok
+}
+
+type worksmobileDomainEnvMapping struct {
+	Key   string
+	Label string
+}
+
+func worksmobileDomainEnvMappings() []worksmobileDomainEnvMapping {
+	return []worksmobileDomainEnvMapping{
+		{Key: "SAMAN_DOMAIN_ID", Label: "삼안"},
+		{Key: "HANMAC_DOMAIN_ID", Label: "한맥기술"},
+		{Key: "GPDTDC_DOMAIN_ID", Label: "총괄기획&기술개발센터"},
+		{Key: "BARONGROUP_DOMAIN_ID", Label: "바론그룹"},
+	}
+}
+
+func WorksmobileDomainIDsFromEnv() []int64 {
+	mappings := worksmobileDomainEnvMappings()
+	result := make([]int64, 0, len(mappings))
+	seen := map[int64]bool{}
+	for _, mapping := range mappings {
+		if id, ok := worksmobileDomainIDFromEnv(mapping.Key); ok && !seen[id] {
+			seen[id] = true
+			result = append(result, id)
+		}
+	}
+	return result
+}
+
+func WorksmobileDomainLabelForID(domainID int64) string {
+	for _, mapping := range worksmobileDomainEnvMappings() {
+		if id, ok := worksmobileDomainIDFromEnv(mapping.Key); ok && id == domainID {
+			return mapping.Label
+		}
+	}
+	return ""
+}
+
+func isHanmacWorksmobileTenant(tenant domain.Tenant) bool {
+	return tenantHasDomain(tenant, "hanmaceng.co.kr") || tenantMatchesAny(tenant, "hanmac", "한맥")
+}
+
+func tenantHasDomain(tenant domain.Tenant, domainName string) bool {
+	domainName = strings.ToLower(strings.TrimSpace(domainName))
+	for _, d := range tenant.Domains {
+		if strings.EqualFold(strings.TrimSpace(d.Domain), domainName) {
+			return true
+		}
+	}
+	return false
+}
+
+func tenantMatchesAny(tenant domain.Tenant, needles ...string) bool {
+	haystack := strings.ToLower(strings.TrimSpace(tenant.Slug + " " + tenant.Name))
+	for _, needle := range needles {
+		if strings.Contains(haystack, strings.ToLower(strings.TrimSpace(needle))) {
+			return true
+		}
+	}
+	return false
+}
+
+func WorksmobileEnabled(rootConfig domain.JSONMap) bool {
+	rawWorksmobile, ok := rootConfig["worksmobile"].(map[string]any)
+	if !ok {
+		if raw, ok := rootConfig["worksmobile"].(domain.JSONMap); ok {
+			rawWorksmobile = map[string]any(raw)
+		} else {
+			return false
+		}
+	}
+	enabled, _ := rawWorksmobile["enabled"].(bool)
+	return enabled
+}
+
+func WorksmobileDomainMappings(rootConfig domain.JSONMap) map[string]int64 {
+	result := map[string]int64{}
+	rawWorksmobile, ok := rootConfig["worksmobile"].(map[string]any)
+	if !ok {
+		if raw, ok := rootConfig["worksmobile"].(domain.JSONMap); ok {
+			rawWorksmobile = map[string]any(raw)
+		} else {
+			return result
+		}
+	}
+	rawMappings, ok := rawWorksmobile["domainMappings"].(map[string]any)
+	if !ok {
+		if raw, ok := rawWorksmobile["domainMappings"].(domain.JSONMap); ok {
+			rawMappings = map[string]any(raw)
+		} else {
+			return result
+		}
+	}
+	for key, raw := range rawMappings {
+		if id, ok := parseDomainID(raw); ok {
+			result[strings.ToLower(strings.TrimSpace(key))] = id
+		}
+	}
+	return result
+}
+
+func parseDomainID(raw any) (int64, bool) {
+	switch value := raw.(type) {
+	case int:
+		return int64(value), value > 0
+	case int64:
+		return value, value > 0
+	case float64:
+		id := int64(value)
+		return id, id > 0
+	case string:
+		id, err := strconv.ParseInt(strings.TrimSpace(value), 10, 64)
+		return id, err == nil && id > 0
+	default:
+		return 0, false
+	}
+}
+
+func metadataString(metadata domain.JSONMap, keys ...string) string {
+	for _, key := range keys {
+		if value, ok := metadata[key]; ok {
+			switch v := value.(type) {
+			case string:
+				return strings.TrimSpace(v)
+			default:
+				return strings.TrimSpace(fmt.Sprint(v))
+			}
+		}
+	}
+	return ""
+}
+
+func metadataBool(metadata domain.JSONMap, keys ...string) bool {
+	value, _ := metadataOptionalBool(metadata, keys...)
+	return value
+}
+
+func metadataOptionalBool(metadata domain.JSONMap, keys ...string) (bool, bool) {
+	for _, key := range keys {
+		value, ok := metadata[key]
+		if !ok {
+			continue
+		}
+		switch v := value.(type) {
+		case bool:
+			return v, true
+		case string:
+			normalized := strings.ToLower(strings.TrimSpace(v))
+			if normalized == "true" || normalized == "1" || normalized == "yes" {
+				return true, true
+			}
+			if normalized == "false" || normalized == "0" || normalized == "no" {
+				return false, true
+			}
+		case int:
+			return v != 0, true
+		case float64:
+			return v != 0, true
+		}
+	}
+	return false, false
+}
+
+func metadataStringList(metadata domain.JSONMap, keys ...string) []string {
+	for _, key := range keys {
+		value, ok := metadata[key]
+		if !ok {
+			continue
+		}
+		switch v := value.(type) {
+		case []string:
+			return splitWorksmobileAliasValues(v)
+		case []any:
+			values := make([]string, 0, len(v))
+			for _, item := range v {
+				values = append(values, strings.TrimSpace(fmt.Sprint(item)))
+			}
+			return splitWorksmobileAliasValues(values)
+		case string:
+			return splitWorksmobileAliasValues([]string{v})
+		default:
+			return splitWorksmobileAliasValues([]string{fmt.Sprint(v)})
+		}
+	}
+	return nil
+}
+
+func splitWorksmobileAliasValues(values []string) []string {
+	result := make([]string, 0, len(values))
+	for _, value := range values {
+		fields := strings.FieldsFunc(value, func(r rune) bool {
+			return r == ',' || r == ';' || r == '\n' || r == '\r' || r == '\t'
+		})
+		for _, field := range fields {
+			if trimmed := strings.TrimSpace(field); trimmed != "" {
+				result = append(result, trimmed)
+			}
+		}
+	}
+	return result
+}
diff --git a/backend/internal/service/worksmobile_mapper_test.go b/backend/internal/service/worksmobile_mapper_test.go
new file mode 100644
index 00000000..5f74c2f8
--- /dev/null
+++ b/backend/internal/service/worksmobile_mapper_test.go
@@ -0,0 +1,347 @@
+package service
+
+import (
+	"baron-sso-backend/internal/domain"
+	"strings"
+	"testing"
+
+	"github.com/stretchr/testify/require"
+)
+
+func TestBuildWorksmobileOrgUnitPayloadUsesTenantExternalKeyAndEnvDomainClassification(t *testing.T) {
+	t.Setenv("SAMAN_DOMAIN_ID", "1001")
+	parentID := "11111111-1111-1111-1111-111111111111"
+	tenant := domain.Tenant{
+		ID:       "22222222-2222-2222-2222-222222222222",
+		Name:     "Saman Engineering",
+		ParentID: &parentID,
+		Domains: []domain.TenantDomain{
+			{Domain: "samaneng.com"},
+		},
+	}
+	rootConfig := domain.JSONMap{
+		"worksmobile": map[string]any{
+			"domainMappings": map[string]any{
+				"samaneng.com": float64(9999),
+			},
+		},
+	}
+
+	payload, err := BuildWorksmobileOrgUnitPayload(tenant, rootConfig, 7)
+
+	require.NoError(t, err)
+	require.Equal(t, int64(1001), payload.DomainID)
+	require.Equal(t, "Saman Engineering", payload.OrgUnitName)
+	require.Equal(t, tenant.ID, payload.OrgUnitExternalKey)
+	require.Equal(t, "externalKey:"+parentID, payload.ParentOrgUnitID)
+	require.Equal(t, 7, payload.DisplayOrder)
+}
+
+func TestNormalizeRootChildWorksmobileOrgUnitParentClearsCrossDomainParent(t *testing.T) {
+	rootID := "038326b6-954a-48a7-a85f-efd83f62b82a"
+	payload := WorksmobileOrgUnitPayload{ParentOrgUnitID: "externalKey:" + rootID}
+	tenant := domain.Tenant{ParentID: &rootID}
+
+	normalized := normalizeWorksmobileOrgUnitParent(payload, tenant, nil, rootID)
+
+	require.Empty(t, normalized.ParentOrgUnitID)
+}
+
+func TestBuildWorksmobileUserPayloadMapsBaronUserAndPrimaryTenant(t *testing.T) {
+	t.Setenv("SAMAN_DOMAIN_ID", "1001")
+	tenantID := "33333333-3333-3333-3333-333333333333"
+	user := domain.User{
+		ID:       "44444444-4444-4444-4444-444444444444",
+		Email:    "john1@samaneng.com",
+		Name:     "John Doe",
+		Phone:    "+19144812222",
+		Position: "Manager",
+		JobTitle: "Sales management",
+		TenantID: &tenantID,
+		Metadata: domain.JSONMap{
+			"employee_id": "AB001",
+		},
+	}
+	tenant := domain.Tenant{
+		ID:      tenantID,
+		Slug:    "saman",
+		Name:    "Saman",
+		Domains: []domain.TenantDomain{{Domain: "samaneng.com"}},
+	}
+	rootConfig := domain.JSONMap{
+		"worksmobile": map[string]any{
+			"domainMappings": map[string]any{
+				"samaneng.com": int64(9999),
+			},
+		},
+	}
+
+	payload, err := BuildWorksmobileUserPayload(user, tenant, rootConfig)
+
+	require.NoError(t, err)
+	require.Equal(t, int64(1001), payload.DomainID)
+	require.Equal(t, "john1@samaneng.com", payload.Email)
+	require.Equal(t, user.ID, payload.UserExternalKey)
+	require.Equal(t, "John Doe", payload.UserName.LastName)
+	require.Equal(t, "+19144812222", payload.CellPhone)
+	require.Equal(t, "AB001", payload.EmployeeNumber)
+	require.Equal(t, "Sales management", payload.Task)
+	require.Empty(t, payload.PrivateEmail)
+	require.Empty(t, payload.AliasEmails)
+	require.Equal(t, "ko_KR", payload.Locale)
+	require.Equal(t, "ADMIN", payload.PasswordConfig.PasswordCreationType)
+	require.Len(t, payload.PasswordConfig.Password, 16)
+	require.True(t, containsAny(payload.PasswordConfig.Password, "0123456789"))
+	require.True(t, containsAny(payload.PasswordConfig.Password, "abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ"))
+	require.True(t, containsAny(payload.PasswordConfig.Password, "!@#$%^&*()-_=+[]{}"))
+	require.Len(t, payload.Organizations, 1)
+	require.Equal(t, int64(1001), payload.Organizations[0].DomainID)
+	require.True(t, payload.Organizations[0].Primary)
+	require.Equal(t, "externalKey:"+tenantID, payload.Organizations[0].OrgUnits[0].OrgUnitID)
+}
+
+func TestBuildWorksmobileUserPayloadMapsAdditionalAppointmentsToOrgUnits(t *testing.T) {
+	t.Setenv("SAMAN_DOMAIN_ID", "1001")
+	t.Setenv("HANMAC_DOMAIN_ID", "1002")
+	primaryTenantID := "33333333-3333-3333-3333-333333333333"
+	secondaryTenantID := "55555555-5555-5555-5555-555555555555"
+	user := domain.User{
+		ID:       "44444444-4444-4444-4444-444444444444",
+		Email:    "john1@samaneng.com",
+		Name:     "John Doe",
+		Phone:    "+19144812222",
+		TenantID: &primaryTenantID,
+		Metadata: domain.JSONMap{
+			"additionalAppointments": []any{
+				map[string]any{
+					"tenantId":  secondaryTenantID,
+					"isPrimary": false,
+					"isOwner":   true,
+					"jobTitle":  "PM",
+					"position":  "팀장",
+				},
+				map[string]any{
+					"tenantId":  primaryTenantID,
+					"isPrimary": true,
+					"isOwner":   false,
+					"jobTitle":  "Engineering",
+					"position":  "책임",
+				},
+			},
+		},
+	}
+	primaryTenant := domain.Tenant{
+		ID:      primaryTenantID,
+		Slug:    "saman",
+		Name:    "Saman",
+		Domains: []domain.TenantDomain{{Domain: "samaneng.com"}},
+	}
+	secondaryTenant := domain.Tenant{
+		ID:      secondaryTenantID,
+		Slug:    "hanmac",
+		Name:    "Hanmac",
+		Domains: []domain.TenantDomain{{Domain: "hanmaceng.co.kr"}},
+	}
+
+	payload, err := BuildWorksmobileUserPayloadForDomainTenants(
+		user,
+		primaryTenant,
+		map[string]domain.Tenant{
+			primaryTenantID:   primaryTenant,
+			secondaryTenantID: secondaryTenant,
+		},
+		nil,
+	)
+
+	require.NoError(t, err)
+	require.Equal(t, "Engineering", payload.Task)
+	require.Len(t, payload.Organizations, 2)
+	require.Equal(t, int64(1001), payload.Organizations[0].DomainID)
+	require.True(t, payload.Organizations[0].Primary)
+	require.Equal(t, "externalKey:"+primaryTenantID, payload.Organizations[0].OrgUnits[0].OrgUnitID)
+	require.True(t, payload.Organizations[0].OrgUnits[0].Primary)
+	require.NotNil(t, payload.Organizations[0].OrgUnits[0].IsManager)
+	require.False(t, *payload.Organizations[0].OrgUnits[0].IsManager)
+	require.Equal(t, int64(1002), payload.Organizations[1].DomainID)
+	require.False(t, payload.Organizations[1].Primary)
+	require.Equal(t, "externalKey:"+secondaryTenantID, payload.Organizations[1].OrgUnits[0].OrgUnitID)
+	require.False(t, payload.Organizations[1].OrgUnits[0].Primary)
+	require.NotNil(t, payload.Organizations[1].OrgUnits[0].IsManager)
+	require.True(t, *payload.Organizations[1].OrgUnits[0].IsManager)
+}
+
+func TestResolveWorksmobileDomainIDFromTenantIgnoresRootDomainMappings(t *testing.T) {
+	t.Setenv("SAMAN_DOMAIN_ID", "1001")
+	rootConfig := domain.JSONMap{
+		"worksmobile": map[string]any{
+			"domainMappings": map[string]any{
+				"samaneng.com": int64(9999),
+			},
+		},
+	}
+
+	got, err := ResolveWorksmobileDomainIDFromTenant(
+		domain.Tenant{
+			Slug:    "saman",
+			Name:    "삼안",
+			Domains: []domain.TenantDomain{{Domain: "samaneng.com"}},
+		},
+		rootConfig,
+	)
+
+	require.NoError(t, err)
+	require.Equal(t, int64(1001), got)
+}
+
+func TestResolveWorksmobileDomainIDFromTenantRequiresFamilyDomainEnv(t *testing.T) {
+	rootConfig := domain.JSONMap{
+		"worksmobile": map[string]any{
+			"domainMappings": map[string]any{
+				"samaneng.com": int64(9999),
+			},
+		},
+	}
+
+	_, err := ResolveWorksmobileDomainIDFromTenant(
+		domain.Tenant{
+			Slug:    "saman",
+			Name:    "삼안",
+			Domains: []domain.TenantDomain{{Domain: "samaneng.com"}},
+		},
+		rootConfig,
+	)
+
+	require.Error(t, err)
+	require.Contains(t, err.Error(), "SAMAN_DOMAIN_ID")
+}
+
+func TestResolveWorksmobileDomainIDUsesEnvFamilyFallbacks(t *testing.T) {
+	t.Setenv("SAMAN_DOMAIN_ID", "1001")
+	t.Setenv("HANMAC_DOMAIN_ID", "1002")
+	t.Setenv("GPDTDC_DOMAIN_ID", "1003")
+	t.Setenv("BARONGROUP_DOMAIN_ID", "1004")
+
+	tests := []struct {
+		name   string
+		tenant domain.Tenant
+		want   int64
+	}{
+		{
+			name:   "saman",
+			tenant: domain.Tenant{Slug: "saman", Domains: []domain.TenantDomain{{Domain: "samaneng.com"}}},
+			want:   1001,
+		},
+		{
+			name:   "hanmac",
+			tenant: domain.Tenant{Slug: "hanmac", Domains: []domain.TenantDomain{{Domain: "hanmaceng.co.kr"}}},
+			want:   1002,
+		},
+		{
+			name:   "gpdtdc",
+			tenant: domain.Tenant{Slug: "gpdtdc", Name: "총괄기획&기술개발센터"},
+			want:   1003,
+		},
+		{
+			name:   "barongroup fallback",
+			tenant: domain.Tenant{Slug: "family-company", Name: "기타 가족사"},
+			want:   1004,
+		},
+	}
+
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			got, err := ResolveWorksmobileDomainIDFromTenant(tt.tenant, nil)
+			require.NoError(t, err)
+			require.Equal(t, tt.want, got)
+		})
+	}
+}
+
+func TestBuildWorksmobileUserPayloadAddsHanmacEmployeeAlias(t *testing.T) {
+	t.Setenv("HANMAC_DOMAIN_ID", "1002")
+	tenantID := "33333333-3333-3333-3333-333333333333"
+	user := domain.User{
+		ID:       "44444444-4444-4444-4444-444444444444",
+		Email:    "main@hanmaceng.co.kr",
+		Name:     "Hanmac User",
+		TenantID: &tenantID,
+		Metadata: domain.JSONMap{
+			"employee_id":    "HM001",
+			"personal_email": "private@example.com",
+		},
+	}
+	tenant := domain.Tenant{
+		ID:      tenantID,
+		Slug:    "hanmac",
+		Name:    "한맥",
+		Domains: []domain.TenantDomain{{Domain: "hanmaceng.co.kr"}},
+	}
+
+	payload, err := BuildWorksmobileUserPayload(user, tenant, nil)
+
+	require.NoError(t, err)
+	require.Equal(t, int64(1002), payload.DomainID)
+	require.Equal(t, []string{"hm001@hanmaceng.co.kr"}, payload.AliasEmails)
+	require.Empty(t, payload.PrivateEmail)
+	require.Equal(t, "ko_KR", payload.Locale)
+}
+
+func TestBuildWorksmobileUserPayloadAddsMultipleMetadataAliases(t *testing.T) {
+	t.Setenv("SAMAN_DOMAIN_ID", "1001")
+	tenantID := "33333333-3333-3333-3333-333333333333"
+	user := domain.User{
+		ID:       "44444444-4444-4444-4444-444444444444",
+		Email:    "main@samaneng.com",
+		Name:     "Saman User",
+		TenantID: &tenantID,
+		Metadata: domain.JSONMap{
+			"aliasEmails": []any{"alias1@samaneng.com", "alias2@samaneng.com", "main@samaneng.com"},
+		},
+	}
+	tenant := domain.Tenant{
+		ID:      tenantID,
+		Slug:    "saman",
+		Name:    "삼안",
+		Domains: []domain.TenantDomain{{Domain: "samaneng.com"}},
+	}
+
+	payload, err := BuildWorksmobileUserPayload(user, tenant, nil)
+
+	require.NoError(t, err)
+	require.Equal(t, []string{"alias1@samaneng.com", "alias2@samaneng.com"}, payload.AliasEmails)
+}
+
+func TestValidateWorksmobileAliasLocalPartsRejectsPrimaryAndAliasCollisions(t *testing.T) {
+	err := ValidateWorksmobileAliasLocalParts(
+		"main@samaneng.com",
+		[]string{"main@hanmaceng.co.kr"},
+		map[string]string{},
+	)
+	require.Error(t, err)
+	require.Contains(t, err.Error(), "local-part")
+
+	err = ValidateWorksmobileAliasLocalParts(
+		"main@samaneng.com",
+		[]string{"alias@hanmaceng.co.kr"},
+		map[string]string{"alias": "existing-user"},
+	)
+	require.Error(t, err)
+	require.Contains(t, err.Error(), "이미 사용 중")
+}
+
+func containsAny(value string, candidates string) bool {
+	return strings.ContainsAny(value, candidates)
+}
+
+func TestWorksmobileUserStatusAction(t *testing.T) {
+	require.Equal(t, WorksmobileUserActionUpsert, WorksmobileUserStatusAction(domain.UserStatusActive))
+	require.Equal(t, WorksmobileUserActionSuspend, WorksmobileUserStatusAction(domain.UserStatusInactive))
+	require.Equal(t, WorksmobileUserActionSuspend, WorksmobileUserStatusAction(domain.UserStatusSuspended))
+	require.Equal(t, WorksmobileUserActionSuspend, WorksmobileUserStatusAction(domain.UserStatusLeaveOfAbsence))
+}
+
+func TestValidateWorksmobileExternalKeyRejectsUnsupportedCharacters(t *testing.T) {
+	require.NoError(t, ValidateWorksmobileExternalKey("44444444-4444-4444-4444-444444444444"))
+	require.Error(t, ValidateWorksmobileExternalKey("user/with/slash"))
+	require.Error(t, ValidateWorksmobileExternalKey("user#with-hash"))
+}
diff --git a/backend/internal/service/worksmobile_relay_worker.go b/backend/internal/service/worksmobile_relay_worker.go
new file mode 100644
index 00000000..1391cd8b
--- /dev/null
+++ b/backend/internal/service/worksmobile_relay_worker.go
@@ -0,0 +1,141 @@
+package service
+
+import (
+	"baron-sso-backend/internal/domain"
+	"baron-sso-backend/internal/repository"
+	"context"
+	"encoding/json"
+	"errors"
+	"log/slog"
+	"strings"
+	"time"
+)
+
+type WorksmobileRelayWorker struct {
+	repo       repository.WorksmobileOutboxRepository
+	client     WorksmobileDirectoryClient
+	interval   time.Duration
+	batchLimit int
+}
+
+func NewWorksmobileRelayWorker(repo repository.WorksmobileOutboxRepository, client WorksmobileDirectoryClient) *WorksmobileRelayWorker {
+	return &WorksmobileRelayWorker{
+		repo:       repo,
+		client:     client,
+		interval:   3 * time.Second,
+		batchLimit: 10,
+	}
+}
+
+func (w *WorksmobileRelayWorker) Start(ctx context.Context) {
+	if w.repo == nil || w.client == nil {
+		slog.Warn("Worksmobile relay worker disabled")
+		return
+	}
+	ticker := time.NewTicker(w.interval)
+	defer ticker.Stop()
+
+	for {
+		if err := w.ProcessOnce(ctx); err != nil && !errors.Is(err, context.Canceled) {
+			slog.Warn("Worksmobile relay tick failed", "error", err)
+		}
+
+		select {
+		case <-ctx.Done():
+			return
+		case <-ticker.C:
+		}
+	}
+}
+
+func (w *WorksmobileRelayWorker) ProcessOnce(ctx context.Context) error {
+	jobs, err := w.repo.ListReady(ctx, w.batchLimit)
+	if err != nil {
+		return err
+	}
+	for _, job := range jobs {
+		if err := w.processJob(ctx, job); err != nil {
+			slog.Warn("Worksmobile relay job failed", "jobID", job.ID, "resourceType", job.ResourceType, "resourceID", job.ResourceID, "error", err)
+		}
+	}
+	return nil
+}
+
+func (w *WorksmobileRelayWorker) processJob(ctx context.Context, job domain.WorksmobileOutbox) error {
+	if err := w.repo.MarkProcessing(ctx, job.ID); err != nil {
+		return err
+	}
+
+	err := w.dispatch(ctx, job)
+	if err != nil {
+		nextAttempt := time.Now().Add(worksmobileRetryDelay(job.RetryCount))
+		_ = w.repo.MarkFailed(ctx, job.ID, err.Error(), nextAttempt)
+		return err
+	}
+	return w.repo.MarkProcessed(ctx, job.ID)
+}
+
+func (w *WorksmobileRelayWorker) dispatch(ctx context.Context, job domain.WorksmobileOutbox) error {
+	if job.Action == domain.WorksmobileActionDryRun {
+		return nil
+	}
+
+	switch job.ResourceType {
+	case domain.WorksmobileResourceOrgUnit:
+		if job.Action != domain.WorksmobileActionUpsert {
+			return nil
+		}
+		var payload WorksmobileOrgUnitPayload
+		if err := decodeWorksmobileRequest(job.Payload, &payload); err != nil {
+			return err
+		}
+		err := w.client.CreateOrgUnit(ctx, payload)
+		if apiErr, ok := err.(WorksmobileHTTPError); ok && apiErr.StatusCode == 409 {
+			return nil
+		}
+		return err
+	case domain.WorksmobileResourceUser:
+		switch job.Action {
+		case domain.WorksmobileActionUpsert:
+			var payload WorksmobileUserPayload
+			if err := decodeWorksmobileRequest(job.Payload, &payload); err != nil {
+				return err
+			}
+			return w.client.UpsertUser(ctx, payload)
+		case domain.WorksmobileActionDelete:
+			userID := stringValue(job.Payload["loginEmail"])
+			if userID == "" {
+				userID = stringValue(job.Payload["userExternalKey"])
+			}
+			return w.client.DeleteUser(ctx, userID)
+		default:
+			return nil
+		}
+	default:
+		return nil
+	}
+}
+
+func decodeWorksmobileRequest(payload domain.JSONMap, target any) error {
+	raw := payload["request"]
+	if raw == nil {
+		return errors.New("worksmobile request payload is missing")
+	}
+	data, err := json.Marshal(raw)
+	if err != nil {
+		return err
+	}
+	decoder := json.NewDecoder(strings.NewReader(string(data)))
+	decoder.DisallowUnknownFields()
+	return decoder.Decode(target)
+}
+
+func worksmobileRetryDelay(retryCount int) time.Duration {
+	if retryCount < 0 {
+		retryCount = 0
+	}
+	if retryCount > 5 {
+		retryCount = 5
+	}
+	return time.Duration(1<<retryCount) * time.Minute
+}
diff --git a/backend/internal/service/worksmobile_sync_service.go b/backend/internal/service/worksmobile_sync_service.go
new file mode 100644
index 00000000..6b77ec12
--- /dev/null
+++ b/backend/internal/service/worksmobile_sync_service.go
@@ -0,0 +1,881 @@
+package service
+
+import (
+	"baron-sso-backend/internal/domain"
+	"baron-sso-backend/internal/repository"
+	"context"
+	"errors"
+	"os"
+	"sort"
+	"strings"
+)
+
+const HanmacFamilyTenantSlug = "hanmac-family"
+
+type WorksmobileSyncer interface {
+	EnqueueTenantUpsertIfInScope(ctx context.Context, tenant domain.Tenant) error
+	EnqueueTenantDeleteIfInScope(ctx context.Context, tenant domain.Tenant) error
+	EnqueueUserUpsertIfInScope(ctx context.Context, user domain.User) error
+	EnqueueUserDeleteIfInScope(ctx context.Context, user domain.User) error
+}
+
+type WorksmobileAdminService interface {
+	GetTenantOverview(ctx context.Context, tenantID string) (WorksmobileTenantOverview, error)
+	GetComparison(ctx context.Context, tenantID string, includeMatched bool) (WorksmobileComparison, error)
+	EnqueueBackfillDryRun(ctx context.Context, tenantID string) (WorksmobileBackfillDryRun, error)
+	EnqueueOrgUnitSync(ctx context.Context, tenantID, orgUnitID string) (*domain.WorksmobileOutbox, error)
+	EnqueueUserSync(ctx context.Context, tenantID, userID string) (*domain.WorksmobileOutbox, error)
+	RetryJob(ctx context.Context, tenantID, jobID string) (*domain.WorksmobileOutbox, error)
+	ListInitialPasswordCredentials(ctx context.Context, tenantID string) ([]WorksmobileInitialPasswordCredential, error)
+}
+
+type WorksmobileConfigSummary struct {
+	Enabled         bool             `json:"enabled"`
+	DomainMappings  map[string]int64 `json:"domainMappings"`
+	TokenConfigured bool             `json:"tokenConfigured"`
+}
+
+type WorksmobileTenantOverview struct {
+	Tenant     domain.Tenant              `json:"tenant"`
+	Config     WorksmobileConfigSummary   `json:"config"`
+	RecentJobs []domain.WorksmobileOutbox `json:"recentJobs"`
+}
+
+type WorksmobileBackfillDryRun struct {
+	OrgUnitCount int `json:"orgUnitCount"`
+	UserCount    int `json:"userCount"`
+}
+
+type WorksmobileInitialPasswordCredential struct {
+	Email           string `json:"email"`
+	InitialPassword string `json:"initialPassword"`
+	Status          string `json:"status"`
+	LastError       string `json:"lastError,omitempty"`
+}
+
+type WorksmobileComparison struct {
+	Users  []WorksmobileComparisonItem `json:"users"`
+	Groups []WorksmobileComparisonItem `json:"groups"`
+}
+
+type WorksmobileComparisonItem struct {
+	ResourceType                      string `json:"resourceType"`
+	BaronID                           string `json:"baronId,omitempty"`
+	BaronName                         string `json:"baronName,omitempty"`
+	BaronEmail                        string `json:"baronEmail,omitempty"`
+	BaronPrimaryOrgID                 string `json:"baronPrimaryOrgId,omitempty"`
+	BaronPrimaryOrgName               string `json:"baronPrimaryOrgName,omitempty"`
+	BaronParentID                     string `json:"baronParentId,omitempty"`
+	BaronParentName                   string `json:"baronParentName,omitempty"`
+	WorksmobileID                     string `json:"worksmobileId,omitempty"`
+	ExternalKey                       string `json:"externalKey,omitempty"`
+	WorksmobileName                   string `json:"worksmobileName,omitempty"`
+	WorksmobileEmail                  string `json:"worksmobileEmail,omitempty"`
+	WorksmobileLevelID                string `json:"worksmobileLevelId,omitempty"`
+	WorksmobileLevelName              string `json:"worksmobileLevelName,omitempty"`
+	WorksmobileTask                   string `json:"worksmobileTask,omitempty"`
+	WorksmobileDomainID               int64  `json:"worksmobileDomainId,omitempty"`
+	WorksmobileDomainName             string `json:"worksmobileDomainName,omitempty"`
+	WorksmobilePrimaryOrgID           string `json:"worksmobilePrimaryOrgId,omitempty"`
+	WorksmobilePrimaryOrgName         string `json:"worksmobilePrimaryOrgName,omitempty"`
+	WorksmobilePrimaryOrgPositionID   string `json:"worksmobilePrimaryOrgPositionId,omitempty"`
+	WorksmobilePrimaryOrgPositionName string `json:"worksmobilePrimaryOrgPositionName,omitempty"`
+	WorksmobilePrimaryOrgIsManager    *bool  `json:"worksmobilePrimaryOrgIsManager,omitempty"`
+	WorksmobileParentID               string `json:"worksmobileParentId,omitempty"`
+	WorksmobileParentName             string `json:"worksmobileParentName,omitempty"`
+	Status                            string `json:"status"`
+}
+
+type worksmobileSyncService struct {
+	tenantService TenantService
+	userRepo      repository.UserRepository
+	outboxRepo    repository.WorksmobileOutboxRepository
+	client        WorksmobileDirectoryClient
+}
+
+func NewWorksmobileSyncService(tenantService TenantService, userRepo repository.UserRepository, outboxRepo repository.WorksmobileOutboxRepository, client WorksmobileDirectoryClient) *worksmobileSyncService {
+	return &worksmobileSyncService{
+		tenantService: tenantService,
+		userRepo:      userRepo,
+		outboxRepo:    outboxRepo,
+		client:        client,
+	}
+}
+
+func (s *worksmobileSyncService) GetTenantOverview(ctx context.Context, tenantID string) (WorksmobileTenantOverview, error) {
+	tenant, err := s.tenantService.GetTenant(ctx, tenantID)
+	if err != nil {
+		return WorksmobileTenantOverview{}, err
+	}
+	jobs, _ := s.outboxRepo.ListRecent(ctx, 50)
+	jobs = redactWorksmobileOutboxPayloads(jobs)
+	return WorksmobileTenantOverview{
+		Tenant: *tenant,
+		Config: WorksmobileConfigSummary{
+			Enabled:         WorksmobileEnabled(tenant.Config),
+			DomainMappings:  WorksmobileDomainMappings(tenant.Config),
+			TokenConfigured: worksmobileDirectoryAuthConfigured(),
+		},
+		RecentJobs: jobs,
+	}, nil
+}
+
+func worksmobileDirectoryAuthConfigured() bool {
+	if strings.TrimSpace(os.Getenv("WORKS_ADMIN_ACCESS_TOKEN")) != "" || strings.TrimSpace(os.Getenv("WORKS_ADMIN_OAUTH_ACCESS_TOKEN")) != "" {
+		return true
+	}
+	return strings.TrimSpace(os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_ID")) != "" &&
+		strings.TrimSpace(os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_SECRET")) != "" &&
+		strings.TrimSpace(os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_SERVICE_ACCOUNT")) != "" &&
+		(strings.TrimSpace(os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY")) != "" ||
+			strings.TrimSpace(os.Getenv("WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY_FILE")) != "")
+}
+
+func redactWorksmobileOutboxPayloads(jobs []domain.WorksmobileOutbox) []domain.WorksmobileOutbox {
+	for i := range jobs {
+		if jobs[i].Payload != nil {
+			jobs[i].Payload = nil
+		}
+	}
+	return jobs
+}
+
+func (s *worksmobileSyncService) GetComparison(ctx context.Context, tenantID string, includeMatched bool) (WorksmobileComparison, error) {
+	root, err := s.hanmacRoot(ctx, tenantID)
+	if err != nil {
+		return WorksmobileComparison{}, err
+	}
+	if s.client == nil {
+		return WorksmobileComparison{}, errors.New("worksmobile client is not configured")
+	}
+
+	tenants, err := s.hanmacSubtree(ctx, root.ID)
+	if err != nil {
+		return WorksmobileComparison{}, err
+	}
+	tenantByID := worksmobileTenantByID(tenants)
+	tenantByID[root.ID] = *root
+	tenantIDs := make([]string, 0, len(tenants))
+	for _, tenant := range tenants {
+		if isWorksmobileUserScopeTenant(tenant) {
+			tenantIDs = append(tenantIDs, tenant.ID)
+		}
+	}
+	users, err := s.userRepo.FindByTenantIDs(ctx, tenantIDs)
+	if err != nil {
+		return WorksmobileComparison{}, err
+	}
+	remoteUsers, err := s.client.ListUsers(ctx)
+	if err != nil {
+		return WorksmobileComparison{}, err
+	}
+	remoteGroups, err := s.client.ListGroups(ctx)
+	if err != nil {
+		return WorksmobileComparison{}, err
+	}
+
+	return WorksmobileComparison{
+		Users:  compareWorksmobileUsers(users, remoteUsers, includeMatched, tenantByID),
+		Groups: compareWorksmobileGroups(append([]domain.Tenant{*root}, tenants...), remoteGroups, includeMatched),
+	}, nil
+}
+
+func (s *worksmobileSyncService) EnqueueBackfillDryRun(ctx context.Context, tenantID string) (WorksmobileBackfillDryRun, error) {
+	root, err := s.hanmacRoot(ctx, tenantID)
+	if err != nil {
+		return WorksmobileBackfillDryRun{}, err
+	}
+	tenants, err := s.hanmacSubtree(ctx, root.ID)
+	if err != nil {
+		return WorksmobileBackfillDryRun{}, err
+	}
+	orgUnitTenantIDs := make([]string, 0, len(tenants))
+	userTenantIDs := make([]string, 0, len(tenants))
+	tenantByID := worksmobileTenantByID(append([]domain.Tenant{*root}, tenants...))
+	for _, tenant := range tenants {
+		if isWorksmobileOrgUnitTenant(tenant, tenantByID) {
+			orgUnitTenantIDs = append(orgUnitTenantIDs, tenant.ID)
+		}
+		if isWorksmobileUserScopeTenant(tenant) {
+			userTenantIDs = append(userTenantIDs, tenant.ID)
+		}
+	}
+	users, err := s.userRepo.FindByTenantIDs(ctx, userTenantIDs)
+	if err != nil {
+		return WorksmobileBackfillDryRun{}, err
+	}
+	_ = s.outboxRepo.Create(ctx, &domain.WorksmobileOutbox{
+		ResourceType: domain.WorksmobileResourceOrgUnit,
+		ResourceID:   root.ID,
+		Action:       domain.WorksmobileActionDryRun,
+		DedupeKey:    "backfill:dry-run:" + root.ID,
+		Payload: domain.JSONMap{
+			"tenantIds": orgUnitTenantIDs,
+			"userCount": len(users),
+		},
+	})
+	return WorksmobileBackfillDryRun{OrgUnitCount: len(orgUnitTenantIDs), UserCount: len(users)}, nil
+}
+
+func (s *worksmobileSyncService) EnqueueOrgUnitSync(ctx context.Context, tenantID, orgUnitID string) (*domain.WorksmobileOutbox, error) {
+	root, err := s.hanmacRoot(ctx, tenantID)
+	if err != nil {
+		return nil, err
+	}
+	tenant, err := s.tenantService.GetTenant(ctx, orgUnitID)
+	if err != nil {
+		return nil, err
+	}
+	tenantRoot, ok, err := s.rootForTenant(ctx, *tenant)
+	if err != nil {
+		return nil, err
+	}
+	if !ok || tenantRoot.ID != root.ID {
+		return nil, errors.New("target orgunit is outside hanmac-family subtree")
+	}
+	scopeTenants, err := s.hanmacSubtree(ctx, root.ID)
+	if err != nil {
+		return nil, err
+	}
+	tenantByID := worksmobileTenantByID(append([]domain.Tenant{*root}, scopeTenants...))
+	if !isWorksmobileOrgUnitTenant(*tenant, tenantByID) {
+		return nil, errors.New("target tenant is not a worksmobile orgunit tenant")
+	}
+	payload, err := BuildWorksmobileOrgUnitPayloadForDomainTenant(
+		*tenant,
+		worksmobileDomainClassificationTenant(*tenant, tenantByID),
+		root.Config,
+		0,
+	)
+	if err != nil {
+		return nil, err
+	}
+	payload = normalizeWorksmobileOrgUnitParent(payload, *tenant, tenantByID, root.ID)
+	item := &domain.WorksmobileOutbox{
+		ResourceType: domain.WorksmobileResourceOrgUnit,
+		ResourceID:   tenant.ID,
+		Action:       domain.WorksmobileActionUpsert,
+		DedupeKey:    "orgunit:upsert:" + tenant.ID,
+		Payload:      domain.JSONMap{"request": payload},
+	}
+	if err := s.outboxRepo.Create(ctx, item); err != nil {
+		return nil, err
+	}
+	return item, nil
+}
+
+func (s *worksmobileSyncService) EnqueueUserSync(ctx context.Context, tenantID, userID string) (*domain.WorksmobileOutbox, error) {
+	root, err := s.hanmacRoot(ctx, tenantID)
+	if err != nil {
+		return nil, err
+	}
+	user, err := s.userRepo.FindByID(ctx, userID)
+	if err != nil {
+		return nil, err
+	}
+	if user.TenantID == nil {
+		return nil, errors.New("target user has no tenant")
+	}
+	tenant, err := s.tenantService.GetTenant(ctx, *user.TenantID)
+	if err != nil {
+		return nil, err
+	}
+	tenantRoot, ok, err := s.rootForTenant(ctx, *tenant)
+	if err != nil {
+		return nil, err
+	}
+	if !ok || tenantRoot.ID != root.ID {
+		return nil, errors.New("target user is outside hanmac-family subtree")
+	}
+	scopeTenants, err := s.hanmacSubtree(ctx, root.ID)
+	if err != nil {
+		return nil, err
+	}
+	tenantByID := worksmobileTenantByID(append([]domain.Tenant{*root}, scopeTenants...))
+	payload, err := BuildWorksmobileUserPayloadForDomainTenants(
+		*user,
+		*tenant,
+		tenantByID,
+		root.Config,
+	)
+	if err != nil {
+		return nil, err
+	}
+	if err := s.validateUserAliasLocalParts(ctx, root, *user, payload); err != nil {
+		return nil, err
+	}
+	action := WorksmobileUserStatusAction(user.Status)
+	item := &domain.WorksmobileOutbox{
+		ResourceType: domain.WorksmobileResourceUser,
+		ResourceID:   user.ID,
+		Action:       action,
+		DedupeKey:    "user:" + strings.ToLower(action) + ":" + user.ID,
+		Payload:      worksmobileUserOutboxPayload(root.ID, payload),
+	}
+	if err := s.outboxRepo.Create(ctx, item); err != nil {
+		return nil, err
+	}
+	return item, nil
+}
+
+func (s *worksmobileSyncService) ListInitialPasswordCredentials(ctx context.Context, tenantID string) ([]WorksmobileInitialPasswordCredential, error) {
+	root, err := s.hanmacRoot(ctx, tenantID)
+	if err != nil {
+		return nil, err
+	}
+	jobs, err := s.outboxRepo.ListRecent(ctx, 1000)
+	if err != nil {
+		return nil, err
+	}
+	credentials := make([]WorksmobileInitialPasswordCredential, 0)
+	seen := map[string]bool{}
+	for _, job := range jobs {
+		if job.ResourceType != domain.WorksmobileResourceUser {
+			continue
+		}
+		if stringValue(job.Payload["tenantRootId"]) != root.ID {
+			continue
+		}
+		email := stringValue(job.Payload["loginEmail"])
+		password := stringValue(job.Payload["initialPassword"])
+		if email == "" || password == "" || seen[email] {
+			continue
+		}
+		seen[email] = true
+		credentials = append(credentials, WorksmobileInitialPasswordCredential{
+			Email:           email,
+			InitialPassword: password,
+			Status:          job.Status,
+			LastError:       job.LastError,
+		})
+	}
+	return credentials, nil
+}
+
+func (s *worksmobileSyncService) RetryJob(ctx context.Context, tenantID, jobID string) (*domain.WorksmobileOutbox, error) {
+	if _, err := s.hanmacRoot(ctx, tenantID); err != nil {
+		return nil, err
+	}
+	if err := s.outboxRepo.MarkRetry(ctx, jobID); err != nil {
+		return nil, err
+	}
+	return s.outboxRepo.FindByID(ctx, jobID)
+}
+
+func (s *worksmobileSyncService) EnqueueTenantUpsertIfInScope(ctx context.Context, tenant domain.Tenant) error {
+	root, ok, err := s.rootForTenant(ctx, tenant)
+	if err != nil || !ok {
+		return err
+	}
+	scopeTenants, err := s.hanmacSubtree(ctx, root.ID)
+	if err != nil {
+		return err
+	}
+	tenantByID := worksmobileTenantByID(append([]domain.Tenant{*root}, scopeTenants...))
+	if !isWorksmobileOrgUnitTenant(tenant, tenantByID) {
+		return nil
+	}
+	payload, err := BuildWorksmobileOrgUnitPayloadForDomainTenant(
+		tenant,
+		worksmobileDomainClassificationTenant(tenant, tenantByID),
+		root.Config,
+		0,
+	)
+	if err != nil {
+		return err
+	}
+	payload = normalizeWorksmobileOrgUnitParent(payload, tenant, tenantByID, root.ID)
+	return s.outboxRepo.Create(ctx, &domain.WorksmobileOutbox{
+		ResourceType: domain.WorksmobileResourceOrgUnit,
+		ResourceID:   tenant.ID,
+		Action:       domain.WorksmobileActionUpsert,
+		DedupeKey:    "orgunit:upsert:" + tenant.ID,
+		Payload:      domain.JSONMap{"request": payload},
+	})
+}
+
+func (s *worksmobileSyncService) EnqueueTenantDeleteIfInScope(ctx context.Context, tenant domain.Tenant) error {
+	root, ok, err := s.rootForTenant(ctx, tenant)
+	if err != nil || !ok {
+		return err
+	}
+	scopeTenants, err := s.hanmacSubtree(ctx, root.ID)
+	if err != nil {
+		return err
+	}
+	tenantByID := worksmobileTenantByID(append([]domain.Tenant{*root}, scopeTenants...))
+	if !isWorksmobileOrgUnitTenant(tenant, tenantByID) {
+		return nil
+	}
+	return s.outboxRepo.Create(ctx, &domain.WorksmobileOutbox{
+		ResourceType: domain.WorksmobileResourceOrgUnit,
+		ResourceID:   tenant.ID,
+		Action:       domain.WorksmobileActionDelete,
+		DedupeKey:    "orgunit:delete:" + tenant.ID,
+		Payload:      domain.JSONMap{"orgUnitExternalKey": tenant.ID},
+	})
+}
+
+func (s *worksmobileSyncService) EnqueueUserUpsertIfInScope(ctx context.Context, user domain.User) error {
+	if user.TenantID == nil || *user.TenantID == "" {
+		return nil
+	}
+	tenant, err := s.tenantService.GetTenant(ctx, *user.TenantID)
+	if err != nil {
+		return err
+	}
+	root, ok, err := s.rootForTenant(ctx, *tenant)
+	if err != nil || !ok {
+		return err
+	}
+	scopeTenants, err := s.hanmacSubtree(ctx, root.ID)
+	if err != nil {
+		return err
+	}
+	tenantByID := worksmobileTenantByID(append([]domain.Tenant{*root}, scopeTenants...))
+	payload, err := BuildWorksmobileUserPayloadForDomainTenants(
+		user,
+		*tenant,
+		tenantByID,
+		root.Config,
+	)
+	if err != nil {
+		return err
+	}
+	if err := s.validateUserAliasLocalParts(ctx, root, user, payload); err != nil {
+		return err
+	}
+	action := WorksmobileUserStatusAction(user.Status)
+	return s.outboxRepo.Create(ctx, &domain.WorksmobileOutbox{
+		ResourceType: domain.WorksmobileResourceUser,
+		ResourceID:   user.ID,
+		Action:       action,
+		DedupeKey:    "user:" + strings.ToLower(action) + ":" + user.ID,
+		Payload:      worksmobileUserOutboxPayload(root.ID, payload),
+	})
+}
+
+func (s *worksmobileSyncService) EnqueueUserDeleteIfInScope(ctx context.Context, user domain.User) error {
+	if user.TenantID == nil || *user.TenantID == "" {
+		return nil
+	}
+	tenant, err := s.tenantService.GetTenant(ctx, *user.TenantID)
+	if err != nil {
+		return err
+	}
+	_, ok, err := s.rootForTenant(ctx, *tenant)
+	if err != nil || !ok {
+		return err
+	}
+	return s.outboxRepo.Create(ctx, &domain.WorksmobileOutbox{
+		ResourceType: domain.WorksmobileResourceUser,
+		ResourceID:   user.ID,
+		Action:       domain.WorksmobileActionDelete,
+		DedupeKey:    "user:delete:" + user.ID,
+		Payload: domain.JSONMap{
+			"userExternalKey": user.ID,
+			"loginEmail":      user.Email,
+		},
+	})
+}
+
+func (s *worksmobileSyncService) hanmacRoot(ctx context.Context, tenantID string) (*domain.Tenant, error) {
+	tenant, err := s.tenantService.GetTenant(ctx, tenantID)
+	if err != nil {
+		return nil, err
+	}
+	if tenant.Slug != HanmacFamilyTenantSlug || tenant.ParentID != nil {
+		return nil, errors.New("worksmobile is only available for hanmac-family root tenant")
+	}
+	return tenant, nil
+}
+
+func (s *worksmobileSyncService) hanmacSubtree(ctx context.Context, rootID string) ([]domain.Tenant, error) {
+	all, _, err := s.tenantService.ListTenants(ctx, 10000, 0, "")
+	if err != nil {
+		return nil, err
+	}
+	byParent := map[string][]domain.Tenant{}
+	for _, tenant := range all {
+		if tenant.ParentID != nil {
+			byParent[*tenant.ParentID] = append(byParent[*tenant.ParentID], tenant)
+		}
+	}
+	result := []domain.Tenant{}
+	var visit func(id string)
+	visit = func(id string) {
+		for _, child := range byParent[id] {
+			result = append(result, child)
+			visit(child.ID)
+		}
+	}
+	visit(rootID)
+	sort.Slice(result, func(i, j int) bool {
+		return result[i].Name < result[j].Name
+	})
+	return result, nil
+}
+
+func (s *worksmobileSyncService) rootForTenant(ctx context.Context, tenant domain.Tenant) (*domain.Tenant, bool, error) {
+	current := tenant
+	for current.ParentID != nil && *current.ParentID != "" {
+		parent, err := s.tenantService.GetTenant(ctx, *current.ParentID)
+		if err != nil {
+			return nil, false, err
+		}
+		current = *parent
+	}
+	return &current, current.Slug == HanmacFamilyTenantSlug, nil
+}
+
+func (s *worksmobileSyncService) validateUserAliasLocalParts(ctx context.Context, root *domain.Tenant, user domain.User, payload WorksmobileUserPayload) error {
+	if len(payload.AliasEmails) == 0 {
+		return nil
+	}
+	tenants, err := s.hanmacSubtree(ctx, root.ID)
+	if err != nil {
+		return err
+	}
+	tenantByID := make(map[string]domain.Tenant, len(tenants)+1)
+	tenantByID[root.ID] = *root
+	tenantIDs := make([]string, 0, len(tenants)+1)
+	tenantIDs = append(tenantIDs, root.ID)
+	for _, tenant := range tenants {
+		tenantByID[tenant.ID] = tenant
+		if isWorksmobileUserScopeTenant(tenant) {
+			tenantIDs = append(tenantIDs, tenant.ID)
+		}
+	}
+	users, err := s.userRepo.FindByTenantIDs(ctx, tenantIDs)
+	if err != nil {
+		return err
+	}
+	existing := map[string]string{}
+	for _, existingUser := range users {
+		if existingUser.ID == user.ID {
+			continue
+		}
+		addWorksmobileLocalPart(existing, existingUser.Email, existingUser.ID)
+		if existingUser.TenantID == nil {
+			continue
+		}
+		tenant, ok := tenantByID[*existingUser.TenantID]
+		if !ok {
+			continue
+		}
+		for _, alias := range BuildWorksmobileAliasEmails(existingUser, tenant) {
+			addWorksmobileLocalPart(existing, alias, existingUser.ID)
+		}
+	}
+	return ValidateWorksmobileAliasLocalParts(payload.Email, payload.AliasEmails, existing)
+}
+
+func addWorksmobileLocalPart(target map[string]string, email string, owner string) {
+	localPart, err := domain.ExtractNormalizedEmailLocalPart(email)
+	if err == nil && localPart != "" {
+		target[localPart] = owner
+	}
+}
+
+func isWorksmobileOrgUnitTenant(tenant domain.Tenant, tenantByID map[string]domain.Tenant) bool {
+	if tenant.Type == domain.TenantTypeOrganization {
+		return true
+	}
+	if tenant.Type == domain.TenantTypeCompany {
+		return isWorksmobileBarongroupChildCompany(tenant, tenantByID)
+	}
+	return false
+}
+
+func isWorksmobileUserScopeTenant(tenant domain.Tenant) bool {
+	return tenant.Type == domain.TenantTypeCompany || tenant.Type == domain.TenantTypeOrganization || tenant.Type == domain.TenantTypeUserGroup
+}
+
+func worksmobileDomainClassificationTenant(tenant domain.Tenant, tenantByID map[string]domain.Tenant) domain.Tenant {
+	current := tenant
+	for {
+		envKey := worksmobileTenantDomainIDEnvKey(current)
+		if envKey != "BARONGROUP_DOMAIN_ID" || current.Type == domain.TenantTypeCompany {
+			return current
+		}
+		parentID := worksmobileTenantParentID(current)
+		if parentID == "" {
+			return tenant
+		}
+		parent, ok := tenantByID[parentID]
+		if !ok {
+			return tenant
+		}
+		current = parent
+	}
+}
+
+func isWorksmobileBarongroupChildCompany(tenant domain.Tenant, tenantByID map[string]domain.Tenant) bool {
+	if tenant.Type != domain.TenantTypeCompany || tenant.Slug == "baron-group" {
+		return false
+	}
+	parentID := worksmobileTenantParentID(tenant)
+	for parentID != "" {
+		parent, ok := tenantByID[parentID]
+		if !ok {
+			return false
+		}
+		if parent.Slug == "baron-group" {
+			return true
+		}
+		parentID = worksmobileTenantParentID(parent)
+	}
+	return false
+}
+
+func normalizeWorksmobileOrgUnitParent(payload WorksmobileOrgUnitPayload, tenant domain.Tenant, tenantByID map[string]domain.Tenant, rootID string) WorksmobileOrgUnitPayload {
+	if tenant.ParentID != nil && *tenant.ParentID == rootID {
+		payload.ParentOrgUnitID = ""
+	}
+	if tenant.ParentID != nil {
+		if parent, ok := tenantByID[*tenant.ParentID]; ok && parent.Slug == "baron-group" {
+			payload.ParentOrgUnitID = ""
+		}
+	}
+	return payload
+}
+
+func worksmobileUserOutboxPayload(rootID string, payload WorksmobileUserPayload) domain.JSONMap {
+	return domain.JSONMap{
+		"request":         payload,
+		"tenantRootId":    rootID,
+		"loginEmail":      payload.Email,
+		"initialPassword": payload.PasswordConfig.Password,
+	}
+}
+
+func stringValue(value any) string {
+	switch v := value.(type) {
+	case string:
+		return strings.TrimSpace(v)
+	default:
+		return ""
+	}
+}
+
+func compareWorksmobileUsers(localUsers []domain.User, remoteUsers []WorksmobileRemoteUser, includeMatched bool, localTenants map[string]domain.Tenant) []WorksmobileComparisonItem {
+	remoteByExternalID := map[string]WorksmobileRemoteUser{}
+	remoteByEmail := map[string]WorksmobileRemoteUser{}
+	for _, remote := range remoteUsers {
+		if remote.ExternalID != "" {
+			remoteByExternalID[remote.ExternalID] = remote
+		}
+		if normalizedEmail := strings.ToLower(strings.TrimSpace(remote.Email)); normalizedEmail != "" {
+			remoteByEmail[normalizedEmail] = remote
+		}
+	}
+	localByID := map[string]domain.User{}
+	matchedRemoteIDs := map[string]bool{}
+	result := make([]WorksmobileComparisonItem, 0)
+	for _, user := range localUsers {
+		localByID[user.ID] = user
+		remote, matched := remoteByExternalID[user.ID]
+		if !matched {
+			remote, matched = remoteByEmail[strings.ToLower(strings.TrimSpace(user.Email))]
+		}
+		if matched && !includeMatched {
+			matchedRemoteIDs[remote.ID] = true
+			continue
+		}
+		item := WorksmobileComparisonItem{
+			ResourceType:        "USER",
+			BaronID:             user.ID,
+			BaronName:           user.Name,
+			BaronEmail:          user.Email,
+			BaronPrimaryOrgID:   worksmobileUserPrimaryOrgID(user),
+			BaronPrimaryOrgName: worksmobileUserPrimaryOrgName(user, localTenants),
+			Status:              "missing_in_worksmobile",
+		}
+		if matched {
+			item.Status = "matched"
+			item.WorksmobileID = remote.ID
+			item.ExternalKey = remote.ExternalID
+			item.WorksmobileName = remote.DisplayName
+			item.WorksmobileEmail = remote.Email
+			item.WorksmobileLevelID = remote.LevelID
+			item.WorksmobileLevelName = remote.LevelName
+			item.WorksmobileTask = remote.Task
+			item.WorksmobileDomainID = remote.DomainID
+			item.WorksmobileDomainName = remote.DomainName
+			item.WorksmobilePrimaryOrgID = remote.PrimaryOrgUnitID
+			item.WorksmobilePrimaryOrgName = remote.PrimaryOrgUnitName
+			item.WorksmobilePrimaryOrgPositionID = remote.PrimaryOrgUnitPositionID
+			item.WorksmobilePrimaryOrgPositionName = remote.PrimaryOrgUnitPositionName
+			item.WorksmobilePrimaryOrgIsManager = remote.PrimaryOrgUnitIsManager
+			matchedRemoteIDs[remote.ID] = true
+		}
+		result = append(result, item)
+	}
+	for _, remote := range remoteUsers {
+		if matchedRemoteIDs[remote.ID] {
+			continue
+		}
+		if remote.ExternalID == "" {
+			result = append(result, WorksmobileComparisonItem{
+				ResourceType:                      "USER",
+				WorksmobileID:                     remote.ID,
+				ExternalKey:                       remote.ExternalID,
+				WorksmobileName:                   remote.DisplayName,
+				WorksmobileEmail:                  remote.Email,
+				WorksmobileLevelID:                remote.LevelID,
+				WorksmobileLevelName:              remote.LevelName,
+				WorksmobileTask:                   remote.Task,
+				WorksmobileDomainID:               remote.DomainID,
+				WorksmobileDomainName:             remote.DomainName,
+				WorksmobilePrimaryOrgID:           remote.PrimaryOrgUnitID,
+				WorksmobilePrimaryOrgName:         remote.PrimaryOrgUnitName,
+				WorksmobilePrimaryOrgPositionID:   remote.PrimaryOrgUnitPositionID,
+				WorksmobilePrimaryOrgPositionName: remote.PrimaryOrgUnitPositionName,
+				WorksmobilePrimaryOrgIsManager:    remote.PrimaryOrgUnitIsManager,
+				Status:                            "missing_external_key",
+			})
+			continue
+		}
+		if _, ok := localByID[remote.ExternalID]; !ok {
+			result = append(result, WorksmobileComparisonItem{
+				ResourceType:                      "USER",
+				WorksmobileID:                     remote.ID,
+				ExternalKey:                       remote.ExternalID,
+				WorksmobileName:                   remote.DisplayName,
+				WorksmobileEmail:                  remote.Email,
+				WorksmobileLevelID:                remote.LevelID,
+				WorksmobileLevelName:              remote.LevelName,
+				WorksmobileTask:                   remote.Task,
+				WorksmobileDomainID:               remote.DomainID,
+				WorksmobileDomainName:             remote.DomainName,
+				WorksmobilePrimaryOrgID:           remote.PrimaryOrgUnitID,
+				WorksmobilePrimaryOrgName:         remote.PrimaryOrgUnitName,
+				WorksmobilePrimaryOrgPositionID:   remote.PrimaryOrgUnitPositionID,
+				WorksmobilePrimaryOrgPositionName: remote.PrimaryOrgUnitPositionName,
+				WorksmobilePrimaryOrgIsManager:    remote.PrimaryOrgUnitIsManager,
+				Status:                            "missing_in_baron",
+			})
+		}
+	}
+	return result
+}
+
+func worksmobileUserPrimaryOrgID(user domain.User) string {
+	if user.TenantID == nil {
+		return ""
+	}
+	return strings.TrimSpace(*user.TenantID)
+}
+
+func worksmobileUserPrimaryOrgName(user domain.User, localTenants map[string]domain.Tenant) string {
+	tenantID := worksmobileUserPrimaryOrgID(user)
+	if tenantID == "" {
+		return ""
+	}
+	if tenant, ok := localTenants[tenantID]; ok {
+		return strings.TrimSpace(tenant.Name)
+	}
+	if user.Tenant != nil && user.Tenant.ID == tenantID {
+		return strings.TrimSpace(user.Tenant.Name)
+	}
+	return ""
+}
+
+func compareWorksmobileGroups(localTenants []domain.Tenant, remoteGroups []WorksmobileRemoteGroup, includeMatched bool) []WorksmobileComparisonItem {
+	remoteByExternalID := map[string]WorksmobileRemoteGroup{}
+	for _, remote := range remoteGroups {
+		if remote.ExternalID != "" {
+			remoteByExternalID[remote.ExternalID] = remote
+		}
+	}
+	tenantByID := worksmobileTenantByID(localTenants)
+	localByID := map[string]domain.Tenant{}
+	ignoredLocalByID := map[string]bool{}
+	result := make([]WorksmobileComparisonItem, 0)
+	for _, tenant := range localTenants {
+		if !isWorksmobileOrgUnitTenant(tenant, tenantByID) {
+			ignoredLocalByID[tenant.ID] = true
+			continue
+		}
+		localByID[tenant.ID] = tenant
+		remote, matched := remoteByExternalID[tenant.ID]
+		if matched && !includeMatched {
+			continue
+		}
+		item := WorksmobileComparisonItem{
+			ResourceType:    "GROUP",
+			BaronID:         tenant.ID,
+			BaronName:       tenant.Name,
+			BaronParentID:   worksmobileTenantParentID(tenant),
+			BaronParentName: worksmobileTenantParentName(tenant, tenantByID),
+			Status:          "missing_in_worksmobile",
+		}
+		if matched {
+			item.Status = "matched"
+			item.WorksmobileID = remote.ID
+			item.ExternalKey = remote.ExternalID
+			item.WorksmobileName = remote.DisplayName
+			item.WorksmobileDomainID = remote.DomainID
+			item.WorksmobileDomainName = remote.DomainName
+			item.WorksmobileParentID = remote.ParentID
+			item.WorksmobileParentName = remote.ParentName
+		}
+		result = append(result, item)
+	}
+	for _, remote := range remoteGroups {
+		if remote.ExternalID == "" {
+			result = append(result, WorksmobileComparisonItem{
+				ResourceType:          "GROUP",
+				WorksmobileID:         remote.ID,
+				ExternalKey:           remote.ExternalID,
+				WorksmobileName:       remote.DisplayName,
+				WorksmobileDomainID:   remote.DomainID,
+				WorksmobileDomainName: remote.DomainName,
+				WorksmobileParentID:   remote.ParentID,
+				WorksmobileParentName: remote.ParentName,
+				Status:                "missing_external_key",
+			})
+			continue
+		}
+		if ignoredLocalByID[remote.ExternalID] {
+			continue
+		}
+		if _, ok := localByID[remote.ExternalID]; !ok {
+			result = append(result, WorksmobileComparisonItem{
+				ResourceType:          "GROUP",
+				WorksmobileID:         remote.ID,
+				ExternalKey:           remote.ExternalID,
+				WorksmobileName:       remote.DisplayName,
+				WorksmobileDomainID:   remote.DomainID,
+				WorksmobileDomainName: remote.DomainName,
+				WorksmobileParentID:   remote.ParentID,
+				WorksmobileParentName: remote.ParentName,
+				Status:                "missing_in_baron",
+			})
+		}
+	}
+	return result
+}
+
+func worksmobileTenantByID(tenants []domain.Tenant) map[string]domain.Tenant {
+	result := make(map[string]domain.Tenant, len(tenants))
+	for _, tenant := range tenants {
+		result[tenant.ID] = tenant
+	}
+	return result
+}
+
+func worksmobileTenantParentID(tenant domain.Tenant) string {
+	if tenant.ParentID == nil {
+		return ""
+	}
+	return strings.TrimSpace(*tenant.ParentID)
+}
+
+func worksmobileTenantParentName(tenant domain.Tenant, tenantByID map[string]domain.Tenant) string {
+	parentID := worksmobileTenantParentID(tenant)
+	if parentID == "" {
+		return ""
+	}
+	return strings.TrimSpace(tenantByID[parentID].Name)
+}
diff --git a/backend/internal/service/worksmobile_sync_service_test.go b/backend/internal/service/worksmobile_sync_service_test.go
new file mode 100644
index 00000000..d2c9e1b5
--- /dev/null
+++ b/backend/internal/service/worksmobile_sync_service_test.go
@@ -0,0 +1,387 @@
+package service
+
+import (
+	"baron-sso-backend/internal/domain"
+	"context"
+	"testing"
+
+	"github.com/stretchr/testify/require"
+)
+
+func TestWorksmobileSyncServiceRejectsAliasLocalPartAlreadyUsedByOtherUser(t *testing.T) {
+	t.Setenv("SAMAN_DOMAIN_ID", "1001")
+	rootID := "root-tenant"
+	tenantID := "saman-tenant"
+	root := domain.Tenant{
+		ID:   rootID,
+		Slug: HanmacFamilyTenantSlug,
+		Name: "한맥가족",
+	}
+	tenant := domain.Tenant{
+		ID:       tenantID,
+		Slug:     "saman",
+		Name:     "삼안",
+		Type:     domain.TenantTypeCompany,
+		ParentID: &rootID,
+		Domains:  []domain.TenantDomain{{Domain: "samaneng.com"}},
+	}
+	target := domain.User{
+		ID:       "target-user",
+		Email:    "target@samaneng.com",
+		Name:     "Target",
+		TenantID: &tenantID,
+		Metadata: domain.JSONMap{
+			"aliasEmails": []any{"used@hanmaceng.co.kr"},
+		},
+	}
+	existing := domain.User{
+		ID:       "existing-user",
+		Email:    "used@samaneng.com",
+		Name:     "Existing",
+		TenantID: &tenantID,
+	}
+	outboxRepo := &fakeWorksmobileOutboxRepo{}
+	service := NewWorksmobileSyncService(
+		&fakeWorksmobileTenantService{tenants: map[string]domain.Tenant{rootID: root, tenantID: tenant}, list: []domain.Tenant{root, tenant}},
+		&fakeWorksmobileUserRepo{byID: map[string]domain.User{target.ID: target}, byTenant: []domain.User{target, existing}},
+		outboxRepo,
+		nil,
+	)
+
+	item, err := service.EnqueueUserSync(context.Background(), rootID, target.ID)
+
+	require.Nil(t, item)
+	require.Error(t, err)
+	require.Contains(t, err.Error(), "이미 사용 중")
+	require.Empty(t, outboxRepo.created)
+}
+
+func TestCompareWorksmobileGroupsUsesOrganizationsAndBarongroupChildCompanies(t *testing.T) {
+	parentID := "root-tenant"
+	root := domain.Tenant{
+		ID:   parentID,
+		Name: "한맥가족",
+		Slug: HanmacFamilyTenantSlug,
+		Type: domain.TenantTypeCompanyGroup,
+	}
+	hanmac := domain.Tenant{
+		ID:       "hanmac-tenant",
+		Name:     "한맥기술",
+		Slug:     "hanmac",
+		Type:     domain.TenantTypeCompany,
+		ParentID: &parentID,
+	}
+	barongroup := domain.Tenant{
+		ID:       "barongroup-tenant",
+		Name:     "바론그룹",
+		Slug:     "baron-group",
+		Type:     domain.TenantTypeCompany,
+		ParentID: &parentID,
+	}
+	barongroupChildCompany := domain.Tenant{
+		ID:       "barongroup-child-company",
+		Name:     "바론그룹 하위 회사",
+		Type:     domain.TenantTypeCompany,
+		ParentID: &barongroup.ID,
+	}
+	organization := domain.Tenant{
+		ID:       "organization-tenant",
+		Name:     "정규 조직",
+		Type:     domain.TenantTypeOrganization,
+		ParentID: &hanmac.ID,
+	}
+	legacyUserGroup := domain.Tenant{
+		ID:       "legacy-user-group-tenant",
+		Name:     "레거시 사용자 그룹",
+		Type:     domain.TenantTypeUserGroup,
+		ParentID: &hanmac.ID,
+	}
+
+	items := compareWorksmobileGroups(
+		[]domain.Tenant{root, hanmac, barongroup, barongroupChildCompany, organization, legacyUserGroup},
+		[]WorksmobileRemoteGroup{
+			{ID: "works-root", ExternalID: root.ID, DisplayName: root.Name},
+			{ID: "works-hanmac", ExternalID: hanmac.ID, DisplayName: hanmac.Name},
+			{ID: "works-barongroup", ExternalID: barongroup.ID, DisplayName: barongroup.Name},
+			{ID: "works-barongroup-child", ExternalID: barongroupChildCompany.ID, DisplayName: barongroupChildCompany.Name},
+			{ID: "works-organization", ExternalID: organization.ID, DisplayName: organization.Name},
+			{ID: "works-legacy-user-group", ExternalID: legacyUserGroup.ID, DisplayName: legacyUserGroup.Name},
+			{ID: "works-orphan", ExternalID: "works-orphan", DisplayName: "WORKS 전용 조직"},
+		},
+		true,
+	)
+
+	require.Len(t, items, 3)
+	require.Equal(t, barongroupChildCompany.ID, items[0].BaronID)
+	require.Equal(t, "matched", items[0].Status)
+	require.Equal(t, organization.ID, items[1].BaronID)
+	require.Equal(t, "matched", items[1].Status)
+	require.Equal(t, "works-orphan", items[2].ExternalKey)
+	require.Equal(t, "missing_in_baron", items[2].Status)
+}
+
+func TestWorksmobileSyncServiceRejectsDomainCompanyOrgUnitSync(t *testing.T) {
+	t.Setenv("SAMAN_DOMAIN_ID", "1001")
+	rootID := "root-tenant"
+	companyID := "company-tenant"
+	root := domain.Tenant{
+		ID:   rootID,
+		Slug: HanmacFamilyTenantSlug,
+		Name: "한맥가족",
+	}
+	company := domain.Tenant{
+		ID:       companyID,
+		Slug:     "saman",
+		Name:     "삼안",
+		Type:     domain.TenantTypeCompany,
+		ParentID: &rootID,
+		Domains:  []domain.TenantDomain{{Domain: "samaneng.com"}},
+	}
+	outboxRepo := &fakeWorksmobileOutboxRepo{}
+	service := NewWorksmobileSyncService(
+		&fakeWorksmobileTenantService{tenants: map[string]domain.Tenant{rootID: root, companyID: company}, list: []domain.Tenant{root, company}},
+		&fakeWorksmobileUserRepo{},
+		outboxRepo,
+		nil,
+	)
+
+	item, err := service.EnqueueOrgUnitSync(context.Background(), rootID, companyID)
+
+	require.Nil(t, item)
+	require.Error(t, err)
+	require.Contains(t, err.Error(), "worksmobile orgunit tenant")
+	require.Empty(t, outboxRepo.created)
+}
+
+func TestWorksmobileSyncServiceEnqueuesBarongroupChildCompanyOrgUnitSync(t *testing.T) {
+	t.Setenv("BARONGROUP_DOMAIN_ID", "1004")
+	rootID := "root-tenant"
+	barongroupID := "barongroup-tenant"
+	companyID := "barongroup-child-company"
+	root := domain.Tenant{
+		ID:   rootID,
+		Slug: HanmacFamilyTenantSlug,
+		Name: "한맥가족",
+	}
+	barongroup := domain.Tenant{
+		ID:       barongroupID,
+		Slug:     "baron-group",
+		Name:     "바론그룹",
+		Type:     domain.TenantTypeCompany,
+		ParentID: &rootID,
+	}
+	company := domain.Tenant{
+		ID:       companyID,
+		Slug:     "barongroup-child",
+		Name:     "바론그룹 하위 회사",
+		Type:     domain.TenantTypeCompany,
+		ParentID: &barongroupID,
+	}
+	outboxRepo := &fakeWorksmobileOutboxRepo{}
+	service := NewWorksmobileSyncService(
+		&fakeWorksmobileTenantService{tenants: map[string]domain.Tenant{rootID: root, barongroupID: barongroup, companyID: company}, list: []domain.Tenant{root, barongroup, company}},
+		&fakeWorksmobileUserRepo{},
+		outboxRepo,
+		nil,
+	)
+
+	item, err := service.EnqueueOrgUnitSync(context.Background(), rootID, companyID)
+
+	require.NoError(t, err)
+	require.NotNil(t, item)
+	require.Len(t, outboxRepo.created, 1)
+	request := outboxRepo.created[0].Payload["request"].(WorksmobileOrgUnitPayload)
+	require.Equal(t, companyID, request.OrgUnitExternalKey)
+	require.Empty(t, request.ParentOrgUnitID)
+}
+
+func TestWorksmobileSyncServiceEnqueuesOrganizationOrgUnitSync(t *testing.T) {
+	t.Setenv("SAMAN_DOMAIN_ID", "1001")
+	rootID := "root-tenant"
+	companyID := "company-tenant"
+	organizationID := "organization-tenant"
+	root := domain.Tenant{
+		ID:   rootID,
+		Slug: HanmacFamilyTenantSlug,
+		Name: "한맥가족",
+	}
+	company := domain.Tenant{
+		ID:       companyID,
+		Slug:     "saman",
+		Name:     "삼안",
+		Type:     domain.TenantTypeCompany,
+		ParentID: &rootID,
+		Domains:  []domain.TenantDomain{{Domain: "samaneng.com"}},
+	}
+	organization := domain.Tenant{
+		ID:       organizationID,
+		Slug:     "engineering",
+		Name:     "기술본부",
+		Type:     domain.TenantTypeOrganization,
+		ParentID: &companyID,
+	}
+	outboxRepo := &fakeWorksmobileOutboxRepo{}
+	service := NewWorksmobileSyncService(
+		&fakeWorksmobileTenantService{
+			tenants: map[string]domain.Tenant{rootID: root, companyID: company, organizationID: organization},
+			list:    []domain.Tenant{root, company, organization},
+		},
+		&fakeWorksmobileUserRepo{},
+		outboxRepo,
+		nil,
+	)
+
+	item, err := service.EnqueueOrgUnitSync(context.Background(), rootID, organizationID)
+
+	require.NoError(t, err)
+	require.NotNil(t, item)
+	require.Len(t, outboxRepo.created, 1)
+	request := outboxRepo.created[0].Payload["request"].(WorksmobileOrgUnitPayload)
+	require.Equal(t, organizationID, request.OrgUnitExternalKey)
+	require.Equal(t, "externalKey:"+companyID, request.ParentOrgUnitID)
+}
+
+func TestWorksmobileSyncServiceKeepsCompanyUsersInComparisonScope(t *testing.T) {
+	rootID := "root-tenant"
+	companyID := "company-tenant"
+	userGroupID := "user-group-tenant"
+	root := domain.Tenant{
+		ID:   rootID,
+		Slug: HanmacFamilyTenantSlug,
+		Name: "한맥가족",
+	}
+	company := domain.Tenant{
+		ID:       companyID,
+		Name:     "계열사",
+		Type:     domain.TenantTypeCompany,
+		ParentID: &rootID,
+	}
+	userGroup := domain.Tenant{
+		ID:       userGroupID,
+		Name:     "연동 조직",
+		Type:     domain.TenantTypeOrganization,
+		ParentID: &companyID,
+	}
+	userRepo := &fakeWorksmobileUserRepo{}
+	service := NewWorksmobileSyncService(
+		&fakeWorksmobileTenantService{tenants: map[string]domain.Tenant{rootID: root, companyID: company, userGroupID: userGroup}, list: []domain.Tenant{root, company, userGroup}},
+		userRepo,
+		&fakeWorksmobileOutboxRepo{},
+		&fakeWorksmobileDirectoryClient{},
+	)
+
+	_, err := service.GetComparison(context.Background(), rootID, true)
+
+	require.NoError(t, err)
+	require.ElementsMatch(t, []string{companyID, userGroupID}, userRepo.requestedTenantIDs)
+}
+
+type fakeWorksmobileTenantService struct {
+	tenants map[string]domain.Tenant
+	list    []domain.Tenant
+}
+
+func (f *fakeWorksmobileTenantService) RegisterTenant(ctx context.Context, name, slug, tenantType, description string, domains []string, parentID *string, creatorID string) (*domain.Tenant, error) {
+	return nil, nil
+}
+
+func (f *fakeWorksmobileTenantService) RequestRegistration(ctx context.Context, name, slug, description string, domainName string, adminEmail string) (*domain.Tenant, error) {
+	return nil, nil
+}
+
+func (f *fakeWorksmobileTenantService) GetTenantByDomain(ctx context.Context, emailDomain string) (*domain.Tenant, error) {
+	return nil, nil
+}
+
+func (f *fakeWorksmobileTenantService) GetTenantBySlug(ctx context.Context, slug string) (*domain.Tenant, error) {
+	return nil, nil
+}
+
+func (f *fakeWorksmobileTenantService) GetTenant(ctx context.Context, id string) (*domain.Tenant, error) {
+	tenant := f.tenants[id]
+	return &tenant, nil
+}
+
+func (f *fakeWorksmobileTenantService) ListTenants(ctx context.Context, limit, offset int, parentID string) ([]domain.Tenant, int64, error) {
+	return f.list, int64(len(f.list)), nil
+}
+
+func (f *fakeWorksmobileTenantService) ListManageableTenants(ctx context.Context, userID string) ([]domain.Tenant, error) {
+	return nil, nil
+}
+
+func (f *fakeWorksmobileTenantService) ListJoinedTenants(ctx context.Context, userID string) ([]domain.Tenant, error) {
+	return nil, nil
+}
+
+func (f *fakeWorksmobileTenantService) IsDomainAllowed(ctx context.Context, domainName string) (bool, error) {
+	return false, nil
+}
+
+func (f *fakeWorksmobileTenantService) ApproveTenant(ctx context.Context, id string) error {
+	return nil
+}
+
+func (f *fakeWorksmobileTenantService) ProvisionTenantByDomain(ctx context.Context, domainName string) (*domain.Tenant, error) {
+	return nil, nil
+}
+
+func (f *fakeWorksmobileTenantService) SetKetoService(keto KetoService) {}
+
+func (f *fakeWorksmobileTenantService) DeleteTenantsBulk(ctx context.Context, ids []string) error {
+	return nil
+}
+
+type fakeWorksmobileUserRepo struct {
+	byID               map[string]domain.User
+	byTenant           []domain.User
+	requestedTenantIDs []string
+}
+
+func (f *fakeWorksmobileUserRepo) Create(ctx context.Context, user *domain.User) error { return nil }
+func (f *fakeWorksmobileUserRepo) Update(ctx context.Context, user *domain.User) error { return nil }
+func (f *fakeWorksmobileUserRepo) FindByEmail(ctx context.Context, email string) (*domain.User, error) {
+	return nil, nil
+}
+func (f *fakeWorksmobileUserRepo) FindByID(ctx context.Context, id string) (*domain.User, error) {
+	user := f.byID[id]
+	return &user, nil
+}
+func (f *fakeWorksmobileUserRepo) FindByIDs(ctx context.Context, ids []string) ([]domain.User, error) {
+	return nil, nil
+}
+func (f *fakeWorksmobileUserRepo) ListByTenant(ctx context.Context, tenantID string) ([]domain.User, error) {
+	return nil, nil
+}
+func (f *fakeWorksmobileUserRepo) List(ctx context.Context, offset, limit int, search string, companyCode string) ([]domain.User, int64, error) {
+	return nil, 0, nil
+}
+func (f *fakeWorksmobileUserRepo) CountByTenant(ctx context.Context, tenantID string) (int64, error) {
+	return 0, nil
+}
+func (f *fakeWorksmobileUserRepo) CountByTenantIDs(ctx context.Context, tenantIDs []string) (map[string]int64, error) {
+	return nil, nil
+}
+func (f *fakeWorksmobileUserRepo) CountByCompanyCodes(ctx context.Context, codes []string) (map[string]int64, error) {
+	return nil, nil
+}
+func (f *fakeWorksmobileUserRepo) FindByTenantIDs(ctx context.Context, tenantIDs []string) ([]domain.User, error) {
+	f.requestedTenantIDs = append([]string(nil), tenantIDs...)
+	return f.byTenant, nil
+}
+func (f *fakeWorksmobileUserRepo) FindByCompanyCodes(ctx context.Context, codes []string) ([]domain.User, error) {
+	return nil, nil
+}
+func (f *fakeWorksmobileUserRepo) Delete(ctx context.Context, id string) error { return nil }
+func (f *fakeWorksmobileUserRepo) UpdateUserLoginIDs(ctx context.Context, userID string, loginIDs []domain.UserLoginID) error {
+	return nil
+}
+func (f *fakeWorksmobileUserRepo) GetUserLoginIDs(ctx context.Context, userID string) ([]domain.UserLoginID, error) {
+	return nil, nil
+}
+func (f *fakeWorksmobileUserRepo) IsLoginIDTaken(ctx context.Context, loginID string) (bool, error) {
+	return false, nil
+}
+func (f *fakeWorksmobileUserRepo) FindTenantIDByLoginID(ctx context.Context, loginID string) (string, error) {
+	return "", nil
+}
diff --git a/backend/seed-tenant.csv b/backend/seed-tenant.csv
new file mode 100644
index 00000000..e69de29b
diff --git a/compose.ory.yaml b/compose.ory.yaml
index b8a90ac7..5b6faede 100644
--- a/compose.ory.yaml
+++ b/compose.ory.yaml
@@ -39,7 +39,7 @@ services:
             - KRATOS_SELFSERVICE_FLOWS_LOGOUT_AFTER_DEFAULT_BROWSER_RETURN_URL=${KRATOS_UI_URL:-http://localhost:5000}/login
         volumes:
             - ./docker/ory/kratos:/etc/config/kratos
-        command: -c /etc/config/kratos/kratos.yml migrate sql -e --yes
+        command: migrate sql up -e -c /etc/config/kratos/kratos.yml --yes
         depends_on:
             postgres_ory:
                 condition: service_healthy
@@ -134,6 +134,14 @@ services:
             - ory-net
 
     # --- Oathkeeper ---
+    oathkeeper_logs_init:
+        image: alpine:latest
+        command: ["sh", "-c", "mkdir -p /var/log/oathkeeper && chown -R ${OATHKEEPER_UID:-1001}:${OATHKEEPER_GID:-1001} /var/log/oathkeeper"]
+        volumes:
+            - oathkeeper_logs:/var/log/oathkeeper
+        networks:
+            - ory-net
+
     oathkeeper:
         image: oryd/oathkeeper:${OATHKEEPER_VERSION:-v25.4.0}
         container_name: ory_oathkeeper
@@ -149,6 +157,9 @@ services:
             - ./docker/ory/oathkeeper:/etc/config/oathkeeper
             - oathkeeper_logs:/var/log/oathkeeper
         entrypoint: ["/etc/config/oathkeeper/entrypoint.sh"]
+        depends_on:
+            oathkeeper_logs_init:
+                condition: service_completed_successfully
         networks:
             - ory-net
             - public_net
@@ -168,6 +179,9 @@ services:
     ory_vector:
         image: timberio/vector:0.36.0-alpine
         container_name: ory_vector
+        environment:
+            - ORY_CLICKHOUSE_USER=${ORY_CLICKHOUSE_USER:-ory}
+            - ORY_CLICKHOUSE_PASSWORD=${ORY_CLICKHOUSE_PASSWORD:-orypass}
         volumes:
             - ./docker/ory/vector:/etc/vector
             - oathkeeper_logs:/var/log/oathkeeper
@@ -199,11 +213,21 @@ services:
 
     # 기본 RP (Admin Front 등) 자동 등록 컨테이너
     init-rp:
-        image: oryd/hydra:v25.4.0
-        entrypoint: ["/bin/sh"]
+        image: alpine:latest
+        env_file:
+            - .env
         command:
+            - /bin/sh
             - -ec
             - |
+              apk add --no-cache curl tar
+              HYDRA_CLI_VERSION="$${HYDRA_VERSION:-v26.2.0}"
+              HYDRA_CLI_VERSION="$${HYDRA_CLI_VERSION%-distroless}"
+              HYDRA_CLI_ARCHIVE_VERSION="$${HYDRA_CLI_VERSION#v}"
+              curl -fsSLo /tmp/hydra.tar.gz "https://github.com/ory/hydra/releases/download/$${HYDRA_CLI_VERSION}/hydra_$${HYDRA_CLI_ARCHIVE_VERSION}-linux_64bit.tar.gz"
+              tar -xzf /tmp/hydra.tar.gz -C /usr/local/bin hydra
+              rm /tmp/hydra.tar.gz
+
               hydra delete oauth2-client --endpoint http://hydra:4445 adminfront >/dev/null 2>&1 || true
               hydra delete oauth2-client --endpoint http://hydra:4445 devfront >/dev/null 2>&1 || true
               hydra delete oauth2-client --endpoint http://hydra:4445 orgfront >/dev/null 2>&1 || true
diff --git a/config/.gitkeep b/config/.gitkeep
new file mode 100644
index 00000000..8b137891
--- /dev/null
+++ b/config/.gitkeep
@@ -0,0 +1 @@
+
diff --git a/docker-compose.yaml b/docker-compose.yaml
index 4e491829..03bc7874 100644
--- a/docker-compose.yaml
+++ b/docker-compose.yaml
@@ -36,6 +36,7 @@ services:
             - ory-net
         volumes:
             - ./backend:/app
+            - ./config:/app/config:ro
             - ./adminfront/seed-tenant.csv:/app/seed-tenant.csv:ro
         command: ["go", "run", "./cmd/server"]
 
diff --git a/docker/compose.ory.yaml b/docker/compose.ory.yaml
index aae3dca6..a360fb9c 100644
--- a/docker/compose.ory.yaml
+++ b/docker/compose.ory.yaml
@@ -88,6 +88,33 @@ services:
             - ory-net
             - hydranet
 
+    keto-migrate:
+        image: oryd/keto:${KETO_VERSION:-v25.4.0}
+        environment:
+            - DSN=postgres://${ORY_POSTGRES_USER}:${ORY_POSTGRES_PASSWORD}@postgres_ory:5432/${KETO_DB:-ory_keto}?sslmode=disable&max_conns=20
+        volumes:
+            - ./docker/ory/keto:/etc/config/keto
+        command: ["migrate", "up", "-c", "/etc/config/keto/keto.yml", "--yes"]
+        depends_on:
+            postgres_ory:
+                condition: service_healthy
+        networks:
+            - ory-net
+
+    keto:
+        image: oryd/keto:${KETO_VERSION:-v25.4.0}
+        container_name: ory_keto
+        environment:
+            - DSN=postgres://${ORY_POSTGRES_USER}:${ORY_POSTGRES_PASSWORD}@postgres_ory:5432/${KETO_DB:-ory_keto}?sslmode=disable&max_conns=20
+        volumes:
+            - ./docker/ory/keto:/etc/config/keto
+        command: serve -c /etc/config/keto/keto.yml
+        depends_on:
+            keto-migrate:
+                condition: service_completed_successfully
+        networks:
+            - ory-net
+
     oathkeeper:
         image: oryd/oathkeeper:${OATHKEEPER_VERSION:-v0.40.6}
         container_name: oathkeeper
@@ -123,20 +150,32 @@ services:
               echo 'Wait for services...';
               until curl -s http://kratos:4433/health/ready; do sleep 1; done;
               until curl -s http://hydra:4444/health/ready; do sleep 1; done;
+              until curl -s http://keto:4466/health/ready; do sleep 1; done;
               echo 'Ory Stack is fully operational!';"
         depends_on:
             - kratos
             - hydra
+            - keto
         networks:
             - ory-net
 
     init-rp:
-        image: oryd/hydra:${HYDRA_VERSION:-v25.4.0}
+        image: alpine:latest
         container_name: init-rp
-        entrypoint: ["/bin/sh"]
+        env_file:
+            - ../.env
         command:
+            - /bin/sh
             - -ec
             - |
+              apk add --no-cache curl tar
+              HYDRA_CLI_VERSION="$${HYDRA_VERSION:-v26.2.0}"
+              HYDRA_CLI_VERSION="$${HYDRA_CLI_VERSION%-distroless}"
+              HYDRA_CLI_ARCHIVE_VERSION="$${HYDRA_CLI_VERSION#v}"
+              curl -fsSLo /tmp/hydra.tar.gz "https://github.com/ory/hydra/releases/download/$${HYDRA_CLI_VERSION}/hydra_$${HYDRA_CLI_ARCHIVE_VERSION}-linux_64bit.tar.gz"
+              tar -xzf /tmp/hydra.tar.gz -C /usr/local/bin hydra
+              rm /tmp/hydra.tar.gz
+
               echo "Creating/Updating OAuth2 Clients..."
               
               hydra create oauth2-client \
diff --git a/docker/ory/kratos/kratos.yml b/docker/ory/kratos/kratos.yml
index 583dd96e..9ccd01f2 100644
--- a/docker/ory/kratos/kratos.yml
+++ b/docker/ory/kratos/kratos.yml
@@ -1,4 +1,4 @@
-version: v25.4.0
+version: v26.2.0
 
 dsn: ${DSN}
 
diff --git a/docker/ory/oathkeeper/entrypoint.sh b/docker/ory/oathkeeper/entrypoint.sh
index d3736b85..d152847e 100755
--- a/docker/ory/oathkeeper/entrypoint.sh
+++ b/docker/ory/oathkeeper/entrypoint.sh
@@ -19,17 +19,15 @@ export RULES_FILE
 
 echo "[oathkeeper] APP_ENV=$APP_ENV_VALUE rules=$RULES_FILE"
 
-RULES_ACTIVE="/etc/config/oathkeeper/rules.active.json"
+RUNTIME_DIR="/tmp/oathkeeper"
+RULES_ACTIVE="${RUNTIME_DIR}/rules.active.json"
 if [ ! -f "$RULES_FILE" ]; then
   echo "[oathkeeper] rules file not found: $RULES_FILE"
   exit 1
 fi
 
-# Remove existing active rules file to prevent overwrite issues (File exists/Permission denied)
-if [ -f "$RULES_ACTIVE" ]; then
-  rm -f "$RULES_ACTIVE" || echo "[oathkeeper] Warning: Failed to remove existing rules.active.json"
-fi
-cp -f "$RULES_FILE" "$RULES_ACTIVE" || echo "[oathkeeper] Warning: Failed to copy rules file. Using existing if present."
+mkdir -p "$RUNTIME_DIR"
+cp -f "$RULES_FILE" "$RULES_ACTIVE"
 
 LOG_DIR="/var/log/oathkeeper"
 LOG_FILE="${LOG_DIR}/access.log"
@@ -41,7 +39,7 @@ if ! touch "$LOG_FILE" 2>/dev/null; then
 fi
 
 if [ -n "$LOG_FILE" ]; then
-  exec /bin/sh -c "oathkeeper serve proxy -c /etc/config/oathkeeper/oathkeeper.yml 2>&1 | tee \"$LOG_FILE\""
+  exec /bin/sh -c "oathkeeper serve proxy -c /etc/config/oathkeeper/oathkeeper.yml 2>&1 | tee -a \"$LOG_FILE\""
 fi
 
 exec /bin/sh -c "oathkeeper serve proxy -c /etc/config/oathkeeper/oathkeeper.yml"
diff --git a/docker/ory/oathkeeper/oathkeeper.yml b/docker/ory/oathkeeper/oathkeeper.yml
index ed78a337..c3a385cb 100755
--- a/docker/ory/oathkeeper/oathkeeper.yml
+++ b/docker/ory/oathkeeper/oathkeeper.yml
@@ -14,7 +14,7 @@ errors:
 
 access_rules:
   repositories:
-    - file:///etc/config/oathkeeper/rules.active.json
+    - file:///tmp/oathkeeper/rules.active.json
 
 authenticators:
   noop:
diff --git a/docker/ory/vector/vector.toml b/docker/ory/vector/vector.toml
index 35dd4f50..83fd6a90 100644
--- a/docker/ory/vector/vector.toml
+++ b/docker/ory/vector/vector.toml
@@ -7,56 +7,60 @@
   type = "remap"
   inputs = ["oathkeeper_file"]
   source = '''
-    .raw = .message
-    parsed = parse_json(.message) ?? {}
-
-    .timestamp = to_timestamp(.timestamp) ?? now()
-    .request_id = parsed.request_id ?? parsed.req_id ?? ""
-    request_method = get(parsed, ["request", "method"]) ?? ""
-    request_path = get(parsed, ["request", "path"]) ?? ""
-    request_url = get(parsed, ["request", "url"]) ?? ""
-    request_host = get(parsed, ["request", "host"]) ?? ""
-    request_scheme = get(parsed, ["request", "scheme"]) ?? ""
-    request_query = get(parsed, ["request", "query"]) ?? ""
-    .method = parsed.method ?? parsed.http_method ?? request_method ?? ""
-    .path = parsed.path ?? parsed.http_path ?? request_path ?? request_url ?? ""
+    raw = to_string(.message) ?? ""
+    parsed = parse_json(raw) ?? {}
+    request_method = to_string(get(parsed, ["request", "method"]) ?? "") ?? ""
+    request_path = to_string(get(parsed, ["request", "path"]) ?? "") ?? ""
+    request_url = to_string(get(parsed, ["request", "url"]) ?? "") ?? ""
+    request_host = to_string(get(parsed, ["request", "host"]) ?? "") ?? ""
+    request_scheme = to_string(get(parsed, ["request", "scheme"]) ?? "") ?? ""
+    request_query = to_string(get(parsed, ["request", "query"]) ?? "") ?? ""
     response_status = get(parsed, ["response", "status"]) ?? 0
-    .status = to_int(parsed.status ?? parsed.status_code ?? response_status ?? 0) ?? 0
-    .latency_ms = to_int(parsed.latency_ms ?? parsed.duration_ms ?? parsed.took ?? 0) ?? 0
-    identity_id = get(parsed, ["identity", "id"]) ?? ""
-    .subject = parsed.subject ?? identity_id ?? ""
-    .client_ip = parsed.client_ip ?? parsed.remote_ip ?? parsed.ip ?? ""
+    identity_id = to_string(get(parsed, ["identity", "id"]) ?? "") ?? ""
     headers = get(parsed, ["headers"]) ?? {}
-    .user_agent = parsed.user_agent
-    if is_null(.user_agent) { .user_agent = get(headers, ["User-Agent"]) }
-    if is_null(.user_agent) { .user_agent = "" }
-    .referer = get(headers, ["Referer"]) ?? ""
-
-    .decision = parsed.decision
-    if is_null(.decision) { .decision = parsed.result }
-    if is_null(.decision) { .decision = "" }
-
-    .trace_id = parsed.trace_id
-    if is_null(.trace_id) { .trace_id = "" }
-
-    .span_id = parsed.span_id
-    if is_null(.span_id) { .span_id = "" }
-
-    .rp = parsed.rp ?? ""
-    .action = parsed.action ?? ""
-    .target = parsed.target ?? ""
-    .rule_id = parsed.rule_id ?? get(parsed, ["rule", "id"]) ?? ""
-    parsed_url = {}
-    if request_url != "" { parsed_url = parse_url(request_url) ?? {} }
+    user_agent = to_string(get(headers, ["User-Agent"]) ?? "") ?? ""
+    referer = to_string(get(headers, ["Referer"]) ?? "") ?? ""
+    rule_id = to_string(get(parsed, ["rule", "id"]) ?? "") ?? ""
+    upstream_url = to_string(get(parsed, ["upstream", "url"]) ?? "") ?? ""
+    client_id = to_string(get(parsed, ["client", "id"]) ?? "") ?? ""
+    parent_session_id = to_string(get(parsed, ["extra", "parent_session_id"]) ?? "") ?? ""
+    parsed_url = parse_url(request_url) ?? {}
     query_params = get(parsed_url, ["query"]) ?? {}
-    .client_id = parsed.client_id ?? get(parsed, ["client", "id"]) ?? get(query_params, ["client_id"]) ?? get(query_params, ["clientId"]) ?? ""
-    .parent_session_id = parsed.parent_session_id ?? get(parsed, ["extra", "parent_session_id"]) ?? ""
-    .host = parsed.host ?? request_host ?? ""
-    .scheme = parsed.scheme ?? request_scheme ?? ""
-    .query = parsed.query ?? request_query ?? ""
-    .upstream_url = parsed.upstream_url ?? get(parsed, ["upstream", "url"]) ?? ""
-    .bytes_in = to_int(parsed.bytes_in ?? parsed.request_bytes ?? 0) ?? 0
-    .bytes_out = to_int(parsed.bytes_out ?? parsed.response_bytes ?? 0) ?? 0
+    event_path = to_string(parsed.path) ?? to_string(parsed.http_path) ?? ""
+    if event_path == "" { event_path = request_path }
+    if event_path == "" { event_path = request_url }
+    event_client_id = to_string(parsed.client_id) ?? ""
+    if event_client_id == "" { event_client_id = client_id }
+    if event_client_id == "" { event_client_id = to_string(get(query_params, ["client_id"]) ?? "") ?? "" }
+    if event_client_id == "" { event_client_id = to_string(get(query_params, ["clientId"]) ?? "") ?? "" }
+
+    . = {
+      "request_id": to_string(parsed.request_id) ?? to_string(parsed.req_id) ?? "",
+      "method": to_string(parsed.method) ?? to_string(parsed.http_method) ?? request_method,
+      "path": event_path,
+      "status": to_int(parsed.status) ?? to_int(parsed.status_code) ?? to_int(response_status) ?? 0,
+      "latency_ms": to_int(parsed.latency_ms) ?? to_int(parsed.duration_ms) ?? to_int(parsed.took) ?? 0,
+      "client_id": event_client_id,
+      "rp": to_string(parsed.rp) ?? "",
+      "action": to_string(parsed.action) ?? "",
+      "target": to_string(parsed.target) ?? "",
+      "rule_id": to_string(parsed.rule_id) ?? rule_id,
+      "host": to_string(parsed.host) ?? request_host,
+      "scheme": to_string(parsed.scheme) ?? request_scheme,
+      "query": to_string(parsed.query) ?? request_query,
+      "upstream_url": to_string(parsed.upstream_url) ?? upstream_url,
+      "subject": to_string(parsed.subject) ?? identity_id,
+      "parent_session_id": to_string(parsed.parent_session_id) ?? parent_session_id,
+      "client_ip": to_string(parsed.client_ip) ?? to_string(parsed.remote_ip) ?? to_string(parsed.ip) ?? "",
+      "user_agent": to_string(parsed.user_agent) ?? user_agent,
+      "referer": referer,
+      "decision": to_string(parsed.decision) ?? to_string(parsed.result) ?? "",
+      "bytes_in": to_int(parsed.bytes_in) ?? to_int(parsed.request_bytes) ?? 0,
+      "bytes_out": to_int(parsed.bytes_out) ?? to_int(parsed.response_bytes) ?? 0,
+      "trace_id": to_string(parsed.trace_id) ?? "",
+      "span_id": to_string(parsed.span_id) ?? "",
+      "raw": raw
+    }
   '''
 
 [sinks.clickhouse]
@@ -66,3 +70,6 @@
   database = "ory"
   table = "oathkeeper_access_logs"
   compression = "gzip"
+  auth.strategy = "basic"
+  auth.user = "${ORY_CLICKHOUSE_USER}"
+  auth.password = "${ORY_CLICKHOUSE_PASSWORD}"
diff --git a/docker/staging_pull_compose.template.yaml b/docker/staging_pull_compose.template.yaml
index d7d82967..15195a52 100644
--- a/docker/staging_pull_compose.template.yaml
+++ b/docker/staging_pull_compose.template.yaml
@@ -271,7 +271,10 @@ services:
       - -ec
       - |
         apk add --no-cache curl tar
-        curl -sLo /tmp/hydra.tar.gz https://github.com/ory/hydra/releases/download/v25.4.0/hydra_25.4.0-linux_64bit.tar.gz
+        HYDRA_CLI_VERSION="$${HYDRA_VERSION:-v26.2.0}"
+        HYDRA_CLI_VERSION="$${HYDRA_CLI_VERSION%-distroless}"
+        HYDRA_CLI_ARCHIVE_VERSION="$${HYDRA_CLI_VERSION#v}"
+        curl -fsSLo /tmp/hydra.tar.gz "https://github.com/ory/hydra/releases/download/$${HYDRA_CLI_VERSION}/hydra_$${HYDRA_CLI_ARCHIVE_VERSION}-linux_64bit.tar.gz"
         tar -xzf /tmp/hydra.tar.gz -C /usr/local/bin hydra
         rm /tmp/hydra.tar.gz
 
diff --git a/docs/worksmobile-directory-sync-technical-review.md b/docs/worksmobile-directory-sync-technical-review.md
new file mode 100644
index 00000000..07679c5a
--- /dev/null
+++ b/docs/worksmobile-directory-sync-technical-review.md
@@ -0,0 +1,421 @@
+# 웍스모바일 Directory 연동 기술 검토
+
+## 개요
+
+- 대상 Epic: `orgfront`와 웍스모바일 Directory API 간 한맥가족 사용자/조직 연동
+- 관련 이슈: #668 한맥가족 이메일 local-part unique 정책
+- 대상 마일스톤: `한맥가족사 조직도 반영 및 웍스모바일 연동` (`id=42`)
+- 기준 SoT: `hanmac-family` 테넌트 subtree 하위 Kratos identity
+- 작성일: 2026-05-04
+
+## 현재 Baron SSO 구조 요약
+
+Baron SSO는 Ory Stack을 SoT로 두고, PostgreSQL은 read-model 및 비즈니스 메타데이터 저장소로 사용합니다. `docs/SoT_Architecture_Policy.md`와 `docs/tenant-usergroup-policy.md` 기준으로 Identity는 Kratos, 권한/멤버십은 Keto, 테넌트/조직 메타데이터는 PostgreSQL이 담당합니다.
+
+현재 사용자 생성 흐름은 다음과 같습니다.
+
+- `backend/internal/handler/user_handler.go`
+  - `CreateUser`: `companyCode`로 tenant slug를 찾아 `traits["tenant_id"]`에 tenant UUID를 저장합니다.
+  - `BulkCreateUsers`: CSV/import row별로 tenant slug를 tenant UUID로 변환하고 Kratos identity를 생성합니다.
+  - Kratos identity id는 `users.id`로 그대로 저장됩니다. 이 값이 웍스모바일 `userExternalKey` 후보입니다.
+  - `mapToLocalUser`는 `traits["tenant_id"]`를 `users.tenant_id`로 저장합니다.
+- `backend/internal/handler/tenant_handler.go`
+  - `CreateTenant`: `TenantService.RegisterTenant` 호출 후 domains/config를 별도로 저장합니다.
+  - `UpdateTenant`: tenant 필드와 parent relation을 갱신합니다.
+- `backend/internal/service/keto_relay_worker.go`
+  - `keto_outbox`를 polling하여 Keto relation을 비동기로 반영합니다.
+
+한맥가족 이메일 정책은 이미 #668에서 다음 방향으로 구현되어 있습니다.
+
+- `hanmac-family` root tenant와 descendant subtree에서 email local-part를 unique로 강제합니다.
+- 단건 생성은 중복 시 `409 Conflict`로 차단합니다.
+- bulk import는 `@domain` 입력 시 이름 기반 local-part를 제안하고, 생성 직전 재검증합니다.
+
+## 웍스모바일 Directory API 확인 사항
+
+공식 문서 기준 Directory API는 구성원, 조직, 그룹, 직급, 직책, 사용자 유형 등을 관리합니다.
+
+확인한 주요 엔드포인트와 제약은 다음과 같습니다.
+
+- 인증
+  - API 호출에는 OAuth 2.0 Access Token이 필요합니다.
+  - 시스템 연동에는 서비스 계정 인증(JWT) 방식이 적합합니다.
+  - 필요한 scope는 최소 `directory`이며, 구성원만 다룰 경우 `user`, 조직만 다룰 경우 `orgunit`도 사용 가능합니다.
+- 구성원
+  - `POST https://www.worksapis.com/v1.0/users`
+  - 필수 주요 필드: `domainId`, `email`, `userName`
+  - SSO 사용 시 `userExternalKey`가 필요합니다.
+  - `userExternalKey`는 테넌트 내 unique이며 `%`, `\`, `#`, `/`, `?`를 사용할 수 없습니다.
+  - `organizations[].orgUnits[].orgUnitId`는 resource id 또는 `externalKey:{orgUnitExternalKey}` 형태를 사용할 수 있습니다.
+- 조직
+  - `POST https://www.worksapis.com/v1.0/orgunits`
+  - 필수 주요 필드: `domainId`, `orgUnitName`, `displayOrder`
+  - `orgUnitExternalKey`는 테넌트 내 unique이며 `%`, `\`, `#`, `/`, `?`를 사용할 수 없습니다.
+  - `parentOrgUnitId`는 resource id 또는 `externalKey:{orgUnitExternalKey}` 형태를 사용할 수 있습니다.
+- External Key Mapping
+  - `POST /users/external-keys`
+  - `POST /orgunits/external-keys`
+  - 기존 웍스모바일 리소스에 External Key가 없는 경우 초기 bulk mapping에 사용합니다.
+- 호출 제한/운영 주의
+  - 조직 추가/수정/부분 수정/이동 API는 도메인당 단일 스레드로 1초에 1회, 순서대로 호출해야 합니다.
+  - 동일 구성원에 대한 추가/수정/부분수정/전배 API는 동시에 호출하지 않아야 합니다.
+  - Directory API 조직 연동 배치는 직급/직책/사용자 유형 -> 조직 -> 구성원 -> 그룹 순서를 권장합니다.
+  - API 동시 호출은 5회 이상 하지 않도록 관리해야 하며, 특히 조직 API는 단일 스레드가 필요합니다.
+
+## AdminFront bulk 생성과 NAVERWORKS bulk 생성 비교
+
+구현 전에 `adminfront`의 기존 조직/사용자 bulk 생성 방식과 `adminfront/NAVERWORKS_member_add_sample_English.csv`의 구성원 bulk 필드를 비교했습니다.
+
+### Baron/AdminFront 기존 방식
+
+- 조직 bulk
+  - `adminfront/src/features/tenants/utils/tenantCsvImport.ts`
+  - 주요 컬럼: `tenant_id`, `name`, `type`, `parent_tenant_id`, `parent_tenant_slug`, `slug`, `memo`, `email_domain`
+  - Baron tenant tree를 직접 생성/갱신합니다.
+  - parent는 Baron tenant UUID 또는 slug 기준으로 해석합니다.
+- 사용자 bulk
+  - `adminfront/src/features/users/components/UserBulkUploadModal.tsx`
+  - `parseUserCSV`가 `BulkUserItem`으로 변환한 뒤 `/api/v1/admin/users/bulk`로 전송합니다.
+  - 주요 컬럼: `email`, `name`, `phone`, `role`, `tenant_slug`, `department`, `position`, `jobTitle`, `employee_id`
+  - 사용자 import 중 없는 tenant를 미리 생성할 수 있고, #668 한맥가족 email local-part unique preview를 거칩니다.
+
+### NAVERWORKS sample 방식
+
+- 구성원 bulk sample
+  - 파일: `adminfront/NAVERWORKS_member_add_sample_English.csv`
+  - 주요 컬럼: `LastName`, `FirstName`, `ID`, `Personal email`, `Sub email`, `User type`, `Level`, `Organization`, `Position`, `Mobile/Country code`, `Mobile/Numbers`, `Responsibilities`, `Workplace`, `Entry Date`, `Employee number`, `Account activation time`
+  - `ID`는 Baron loginId 및 Worksmobile userExternalKey와는 다른 계정 local-part 성격입니다.
+  - `Organization`은 `org.1|org.2|org.3|myteam`처럼 path 문자열로 제공됩니다.
+  - `Employee number`는 Baron metadata의 `employee_id`로 보존합니다.
+
+### 구현 반영
+
+- `parseUserCSV`를 quoted CSV/BOM에 대응하도록 보강했습니다.
+- NAVERWORKS 구성원 sample 필드를 Baron bulk user field로 흡수합니다.
+  - `Sub email`의 첫 이메일 -> Baron `email`
+  - `ID` -> Baron `loginId`, metadata `naverworks_id`
+  - `FirstName` + `LastName` -> Baron `name`
+  - `Mobile/Country code` + `Mobile/Numbers` -> Baron `phone`
+  - `Organization` path leaf -> Baron `department`, tenant import name
+  - `Position` -> Baron `position`
+  - `Responsibilities` -> Baron `jobTitle`
+  - `Employee number` -> metadata `employee_id`
+- Worksmobile API payload 생성 시에는 request body의 external key/domainId를 사용하지 않고 Baron UUID와 `tenant.config.worksmobile.domainMappings` 및 `.env`의 domainId 값을 server-side 계산합니다.
+
+## 매핑 설계
+
+### External Key
+
+Baron 내부 UUID는 웍스모바일 External Key 제한 문자와 충돌하지 않으므로 그대로 사용할 수 있습니다.
+
+- 구성원 `userExternalKey`: Kratos identity UUID, 즉 `users.id`
+- 조직 `orgUnitExternalKey`: Baron `tenants.id`
+- 조직 지정: `externalKey:{tenant.ID}`
+- 구성원 지정: `externalKey:{user.ID}` 또는 email/resource id
+
+이 선택은 "Kratos account가 사용자 SoT"라는 정책과 맞습니다. 사용자 생성 후 Worksmobile resource id가 생기더라도 Baron의 primary mapping은 Kratos UUID를 유지하고, Worksmobile resource id는 캐시/응답 추적용으로만 보관하는 것이 좋습니다.
+
+### 조직
+
+Baron tenant를 Worksmobile orgunit으로 보냅니다.
+
+- 대상 tenant: `hanmac-family` root 하위 subtree 중 `COMPANY`, `USER_GROUP`
+- 제외 후보: `PERSONAL`, system/global 성격 tenant
+- `orgUnitName`: `tenant.name`
+- `orgUnitExternalKey`: `tenant.id`
+- `parentOrgUnitId`: parent가 Worksmobile 동기화 대상이면 `externalKey:{parentTenant.ID}`
+- `domainId`: tenant domain 또는 root integration config에서 email domain별로 해석
+- `displayOrder`: 동일 parent 내 deterministic order 필요. 1차 구현은 `name asc`, `created_at asc`, 또는 별도 `config.worksmobile.displayOrder` 정책 중 하나를 선택해야 합니다.
+
+주의할 점은 Worksmobile `orgunits`가 `domainId`를 필수로 요구한다는 점입니다. Baron은 한맥가족 root 아래에 여러 이메일 도메인과 법인/조직 subtree를 둘 수 있으므로, 우선 `tenant.config.worksmobile.domainMappings`를 지원하되 운영 domainId는 `.env`의 다음 값을 fallback으로 사용합니다.
+
+- `SAMAN_DOMAIN_ID`: 삼안 계열
+- `HANMAC_DOMAIN_ID`: 한맥 계열
+- `GPDTDC_DOMAIN_ID`: 총괄기획&기술개발센터
+- `BARONGROUP_DOMAIN_ID`: 위 세 가지에 속하지 않는 모든 한맥가족사
+
+분류 순서는 config mapping -> 삼안 -> 한맥 -> GPDTDC -> BARONGROUP fallback입니다.
+
+개발/스테이징에서 테스트한 값은 프로덕션에도 동일하게 반영해야 합니다. 네이버웍스 쪽 backend가 동일 환경이므로 이 mapping은 env-only 값으로 숨기지 않고 seed/config migration 등 코드 레벨에서 추적 가능한 값으로 남깁니다.
+
+```json
+{
+  "worksmobile": {
+    "enabled": true,
+    "tenantId": "hanmac-family",
+    "domainMappings": {
+      "hanmaceng.co.kr": 10000001,
+      "samaneng.com": 10000002
+    }
+  }
+}
+```
+
+### 구성원
+
+Baron Kratos identity를 Worksmobile user로 보냅니다.
+
+- `userExternalKey`: Kratos UUID (`users.id`)
+- `email`: #668 정책으로 확정된 email
+- `userName.lastName`: `traits["name"]` 또는 `users.name` 전체를 우선 입력합니다. 성/이름 분리가 확정되기 전까지는 API 필수 조건 충족을 위해 전체 표시명을 `lastName`에 둡니다.
+- `cellPhone`: normalized phone
+- `employeeNumber`: metadata의 `employee_id` 또는 schema login ID 값이 있으면 사용
+- `privateEmail`: 기본 매핑하지 않습니다. NAVERWORKS sample의 `Personal email`은 Baron metadata에는 보존하지만 Worksmobile payload에는 기본 전송하지 않습니다.
+- `aliasEmails`: 한맥 tenant에 속하고 `employee_id`가 있으면 `employee_id@hanmaceng.co.kr`을 추가합니다.
+- `locale`: 별도 지정이 없으면 `ko_KR`
+- `passwordConfig.passwordCreationType`: `ADMIN` 값을 구성원 생성 시에만 사용합니다.
+- `passwordConfig.password`: 구성원 생성 시 숫자, 영문, 기호를 모두 포함한 16자리 난수 초기 비밀번호를 생성합니다.
+- `task`: Baron `jobTitle`을 우선 사용
+- `organizations`
+  - 원직: 대표 tenant 또는 `additionalAppointments` 중 primary로 선택된 tenant
+  - 겸직: `metadata.additionalAppointments` 또는 Keto `joinedTenants`
+  - `orgUnits[].orgUnitId`: `externalKey:{tenant.ID}`
+  - `levelId`, `positionId`, `userTypeId`: 이번 scope에서는 External Key mapping을 사용하지 않고 사용자 정보 업데이트 필드로 최대한 커버
+  - `isManager`: `additionalAppointments[].isOwner == true` 또는 Keto owners/admins relation을 기준으로 변환
+
+초기 비밀번호는 Worksmobile user upsert outbox payload에 `loginEmail`, `initialPassword` 형태로 함께 보관하고, adminfront의 한맥가족 Worksmobile 관리 화면에서 `email,initialPassword,status,lastError` CSV로 다운로드할 수 있게 합니다. 생성 성공/실패 판정은 outbox 작업 상태(`processed`, `failed`)와 함께 확인할 수 있으며, 운영상 평문 초기 비밀번호가 포함되므로 다운로드 권한은 `hanmac-family` tenant manage 권한으로 제한하고 보존 기간 정책을 별도 확정해야 합니다.
+
+현재 backend `CreateUser`와 `UpdateUser`는 adminfront가 보내는 top-level `additionalAppointments` 및 `metadata.additionalAppointments`를 수용합니다. 한맥가족 단건 생성에서 대표 `tenantSlug` 없이 appointment만 오는 경우에는 first/primary appointment tenant를 대표 tenant로 해석해 Kratos traits, local read-model, Worksmobile enqueue가 누락되지 않게 합니다.
+
+### 구성원 수정과 비밀번호 정책
+
+Worksmobile 구성원 수정 API에는 PUT(`user-update-put`)과 PATCH(`user-update-patch`)가 있지만, 비밀번호 변경 경로로 사용하지 않습니다.
+
+- Worksmobile Directory API에서 관리자 지정 초기 비밀번호 값은 별도 top-level `password`가 아니라 `passwordConfig.password`입니다.
+- `passwordConfig.passwordCreationType`은 생성 방식이고, `passwordConfig.password`가 실제 초기 비밀번호 값입니다.
+- 공식 문서와 개발자 포럼 확인 결과, `passwordConfig.passwordCreationType`과 `passwordConfig.password`는 모두 구성원 등록 시에만 실제 반영됩니다.
+- PUT/PATCH request body에 `passwordConfig.password`를 포함해도 기존 구성원의 비밀번호 변경에는 반영되지 않습니다.
+- 따라서 Baron SSO는 WORKS Mobile 구성원 생성 시에만 초기 비밀번호를 설정하고, 생성 이후 Baron 사용자 비밀번호 변경을 WORKS Mobile PUT/PATCH로 전파하지 않습니다.
+- 생성 이후 WORKS Mobile 비밀번호 변경은 WORKS Mobile 관리자 페이지 또는 WORKS Mobile이 제공하는 별도 운영 절차에서 직접 처리합니다.
+- PATCH/PUT payload에는 `passwordConfig`를 포함하지 않습니다.
+- `privateEmail`도 기존 정책대로 기본 전송하지 않습니다.
+- 기존 WORKS Mobile 구성원에 대한 일반 속성/조직/겸직 동기화는 생성 효율을 위해 먼저 `POST /v1.0/users`를 시도하고, `409 Conflict`일 때 `PATCH /v1.0/users/{email}`로 전환합니다.
+- PUT은 전체 교체 성격이 강하고 누락 필드 초기화 위험이 있으므로 현 scope에서는 사용하지 않습니다. 모든 Baron -> WORKS 변경 반영은 부분 수정 PATCH를 우선합니다.
+
+## 비동기 아키텍처 권장안
+
+Worksmobile API를 handler에서 직접 호출하지 않고, 별도 outbox와 relay worker를 둡니다.
+
+권장 신규 테이블:
+
+- `worksmobile_outbox`
+  - `id`
+  - `resource_type`: `ORGUNIT`, `USER`
+  - `resource_id`: Baron tenant/user UUID
+  - `action`: `UPSERT`, `DELETE`, `EXTERNAL_KEY_MAP`
+  - `payload`: JSONB
+  - `dedupe_key`
+  - `status`: `pending`, `processing`, `processed`, `failed`
+  - `retry_count`, `last_error`
+  - `next_attempt_at`, `processed_at`, `created_at`, `updated_at`
+- `worksmobile_resource_mappings`
+  - `baron_resource_type`
+  - `baron_resource_id`
+  - `external_key`
+  - `worksmobile_resource_id`
+  - `domain_id`
+  - `last_synced_at`
+
+권장 신규 service/client:
+
+- `backend/internal/service/worksmobile_client.go`
+- `backend/internal/service/worksmobile_sync_service.go`
+- `backend/internal/service/worksmobile_relay_worker.go`
+- `backend/internal/repository/worksmobile_outbox_repository.go`
+
+현재 구현은 `WORKS_ADMIN_*` OAuth 또는 directory token을 사용하는 `WorksmobileHTTPClient`와 `WorksmobileRelayWorker`를 통해 `worksmobile_outbox`의 pending 사용자 작업을 Directory API로 전달합니다. 사용자 생성은 `POST https://www.worksapis.com/v1.0/users`를 먼저 호출하고, 이미 존재하는 구성원으로 `409 Conflict`가 발생하면 `PATCH /v1.0/users/{email}`로 전환합니다.
+
+SCIM은 주경로로 사용하지 않습니다. 기존 검토에서 SCIM은 다음 이유로 보류했습니다.
+
+- Directory API의 `passwordConfig.passwordCreationType = ADMIN` 생성 정책을 그대로 표현하기 어렵습니다.
+- SCIM 경로는 검증 조건 때문에 private mail 성격의 email 값을 강제해야 하는 문제가 있었습니다.
+- Baron 정책은 `privateEmail` 기본 미전송이므로 SCIM을 주경로로 삼지 않습니다.
+
+`WORKS_ADMIN_OAUTH_CLIENT_ID`, `WORKS_ADMIN_OAUTH_CLIENT_SECRET`, service account private key는 Directory API 호출용 토큰 발급에 사용합니다. OAuth redirect URI 등록이 필요한 경우 다음 경로를 사용합니다.
+
+```text
+http://localhost:5000/api/v1/admin/worksmobile/oauth/callback
+```
+
+로컬 Playwright 검증에서는 위 callback 경로가 브라우저에서 도달 가능함을 확인했습니다.
+
+Worker 정책:
+
+- orgunit 작업은 `domainId`별 단일 worker lane, 최소 1초 간격
+- user 작업은 같은 `userExternalKey` 단위로 순차 처리
+- 전체 동시성은 5 미만
+- 409는 idempotent conflict로 보고 user PATCH 전환
+- 404 parent orgunit은 parent job 선처리 후 retry
+- 429/5xx는 exponential backoff
+
+## AdminFront 운영 화면 배치와 권한 정책
+
+Worksmobile 운영 화면은 `orgfront`가 아니라 `adminfront`의 tenant detail 하위에 둡니다. 데이터 성격상 tenant 관리자 도구이며, 실제 사용자 동선은 `hanmac-family` tenant detail에서 바로 확인할 수 있게 만드는 쪽이 맞습니다.
+
+화면 노출 정책:
+
+- 전역 메뉴에는 Worksmobile 메뉴를 추가하지 않습니다.
+- `adminfront` tenant list에서 한맥가족 root tenant detail에 들어갔을 때만 Worksmobile 탭 또는 버튼을 표시합니다.
+- 노출 조건은 tenant detail API 응답의 `slug == "hanmac-family"` 또는 동일한 canonical 식별자로 판단합니다.
+- 별도 운영 URL을 새 탭으로 여는 방식은 허용합니다. 단, 새 탭 화면도 tenant-scoped route여야 하며 URL을 직접 입력해도 같은 권한 검사를 통과해야 합니다.
+- `orgfront`는 필요 시 read-only sync badge나 adminfront deep link 정도만 담당하고, 생성/재시도/삭제 같은 운영 액션은 제공하지 않습니다.
+
+권한 강제 정책:
+
+- frontend의 탭 숨김은 UX 보조일 뿐이며 보안 경계로 보지 않습니다.
+- backend endpoint는 `/api/v1/admin/tenants/:tenantId/worksmobile/*`처럼 tenant-scoped 형태로 둡니다.
+- handler 또는 middleware에서 `tenantId`가 존재하는지, 해당 tenant가 정확히 `hanmac-family` root인지 먼저 확인합니다.
+- 요청자는 `super_admin`이거나 `Tenant:{tenantId}`에 대한 관리 권한을 Keto로 통과해야 합니다. 기존 `RequireKetoPermission(..., "Tenant", "manage")` 또는 이에 준하는 relation을 사용합니다.
+- user/orgunit 개별 동작은 대상 resource가 `hanmac-family` subtree 안에 있는지 추가로 확인합니다.
+- Worksmobile `domainId`, `userExternalKey`, `orgUnitExternalKey`는 request body의 임의 입력을 신뢰하지 않고 server-side tenant config와 Baron UUID에서 계산합니다.
+- tenant가 `hanmac-family`가 아니거나, 사용자가 해당 tenant를 관리할 수 없거나, 대상 resource가 subtree 밖이면 작업을 생성하지 않고 `403 Forbidden` 또는 존재 노출을 줄이는 `404 Not Found`로 차단합니다.
+
+관리 화면에서 필요한 최소 기능:
+
+- Worksmobile config/domain mapping 조회
+- 조직/구성원별 최근 sync 상태와 마지막 오류 조회
+- 단건 조직/구성원 sync enqueue
+- 실패 작업 retry
+- backfill dry-run 결과 조회 및 제한된 실행 버튼
+
+## 삽입 지점
+
+### 기존 계정 bulk/backfill
+
+1. `hanmac-family` subtree tenant 전체를 읽습니다.
+2. Worksmobile에 이미 존재하는 조직/구성원의 External Key Mapping을 먼저 수집하거나 Developer Console CSV mapping으로 보정합니다.
+3. Baron tenant를 depth asc로 정렬해 `ORGUNIT UPSERT` outbox를 생성합니다.
+4. Baron user를 `users.id` 기준으로 읽고 `USER UPSERT` outbox를 생성합니다.
+5. `USER UPSERT`는 해당 사용자의 orgunit mapping이 processed인 뒤 실행합니다.
+
+### 신규 tenant 생성
+
+- 후보 위치: `TenantHandler.CreateTenant`에서 `replaceTenantDomains` 성공 후
+- 더 좋은 위치: `TenantService.RegisterTenant`가 tenant/domain/config/outbox를 하나의 transaction으로 저장하도록 정리한 뒤 같은 transaction 안에서 `worksmobile_outbox`를 생성
+- 조건: 생성된 tenant가 `hanmac-family` subtree 하위이고 type이 `COMPANY` 또는 `USER_GROUP`
+
+### tenant 수정
+
+- 후보 위치: `TenantHandler.UpdateTenant`에서 `h.DB.Save(&tenant)` 및 domain update 성공 후
+- parent 변경 시 Worksmobile orgunit move 또는 patch가 필요합니다.
+- 현재 `UpdateTenant`는 Keto parent outbox를 tenant 저장 전에 생성하므로, Worksmobile 이전에 outbox transaction 정합성 개선을 권장합니다.
+
+### 신규 사용자 단건 생성
+
+- 후보 위치: `UserHandler.CreateUser`에서 Kratos 생성, local DB sync, login ID sync, Keto outbox enqueue 후
+- payload에는 `identityID`, email, name, phone, tenantID, metadata/additionalAppointments를 포함합니다.
+- `hanmac-family` scope가 아니면 enqueue하지 않습니다.
+
+### 신규 사용자 bulk 생성
+
+- 후보 위치: `UserHandler.BulkCreateUsers`에서 row별 local DB sync와 Keto outbox enqueue 후
+- row별 partial success를 유지하고, Worksmobile enqueue 실패는 사용자 생성 실패와 분리하는 것이 좋습니다.
+- 단, enqueue 실패는 audit/error로 남기고 운영자가 재시도할 수 있어야 합니다.
+
+### 사용자 수정/소속 변경
+
+- 후보 위치: `UserHandler.UpdateUser`에서 Kratos update와 local DB sync 후
+- `email`, `name`, `phone`, `companyCode`, `tenant_id`, `metadata.additionalAppointments` 변경 시 `USER UPSERT` enqueue
+- `inactive`는 Worksmobile suspend로 동기화합니다.
+- Baron user delete는 Worksmobile delete로 동기화합니다.
+- `leave-of-absence`는 필요하지만 orgfront/Baron user status model 확장이 선행되어야 하므로 별도 scope로 분리합니다.
+
+## 테스트 전략
+
+기능 추가이므로 테스트를 먼저 작성합니다.
+
+### Backend unit
+
+- Worksmobile request mapper
+  - tenant UUID -> `orgUnitExternalKey`
+  - parent tenant -> `parentOrgUnitId = externalKey:{parentID}`
+  - Kratos UUID -> `userExternalKey`
+  - `additionalAppointments` -> `organizations[].orgUnits[]`
+  - #668 email final value 사용
+- External Key validator
+  - `%`, `\`, `#`, `/`, `?` 포함 시 reject
+- Domain mapping resolver
+  - email domain -> `domainId`
+  - missing mapping -> blocking error 또는 skipped job
+
+### Backend repository/service
+
+- `worksmobile_outbox` enqueue idempotency
+- orgunit depth order enqueue
+- user job이 orgunit processed 전에는 보류되는지 확인
+- retry/backoff/status transition
+- 409 conflict 시 get/patch 전환
+
+### Handler
+
+- `CreateTenant`가 한맥가족 subtree tenant 생성 시 `ORGUNIT UPSERT` job을 생성
+- `CreateUser`가 한맥가족 사용자 생성 시 `USER UPSERT` job을 생성
+- 한맥가족 외부 tenant는 job을 만들지 않음
+- `BulkCreateUsers`에서 row별 성공 결과와 Worksmobile enqueue 결과가 분리됨
+
+### Frontend unit
+
+- CSV alias가 Worksmobile/Baron 컬럼을 정상 매핑하는지 확인
+- `additionalAppointments`를 유지한 채 사용자 생성/수정 payload가 만들어지는지 확인
+- tenant detail이 `hanmac-family` root일 때만 Worksmobile 탭/버튼을 표시하는지 확인
+- non-hanmac tenant detail이나 직접 URL 접근에서 Worksmobile 운영 화면이 차단되는지 확인
+
+### E2E/manual
+
+- adminfront에서 `hanmac-family` 하위 조직 생성 -> outbox 생성 -> mock Worksmobile orgunit create 확인
+- bulk import로 기존 계정 생성 -> #668 email preview -> Worksmobile user create mock 확인
+- 신규 구성원 단건 생성 -> Worksmobile user create mock 확인
+- orgfront 조직도 표시가 기존 `joinedTenants`/`additionalAppointments` 기준과 충돌하지 않는지 확인
+- adminfront tenant list -> 한맥가족 detail -> Worksmobile 운영 화면 새 탭 -> 단건 sync 결과 확인
+- non-hanmac tenant detail에서는 Worksmobile UI가 보이지 않고 직접 URL 접근도 backend에서 차단되는지 확인
+
+## 주요 리스크와 선행 결정
+
+1. `domainId` mapping 관리
+   - Worksmobile API는 `domainId`가 필수입니다.
+   - mapping 위치는 `tenant.config.worksmobile.domainMappings`로 결정했습니다.
+   - 개발/스테이징에서 검증한 값이 프로덕션에도 적용되어야 하므로 코드 레벨 seed/config로 추적 가능해야 합니다.
+
+2. `additionalAppointments` backend 정규화
+   - 현재 frontend는 값을 보내지만 backend 단건 생성 path는 구조적으로 처리하지 않습니다.
+   - Worksmobile 연동 전 Baron 내부 membership과 metadata 정합성을 먼저 맞춰야 합니다.
+
+3. transaction 정합성
+   - 현재 tenant create/update와 Keto outbox는 완전한 transactional outbox가 아닙니다.
+   - Worksmobile outbox는 신규 구현 시 DB 변경과 같은 transaction으로 enqueue되도록 설계하는 것이 좋습니다.
+
+4. Worksmobile orgunit rate limit
+   - 조직 API는 도메인당 단일 스레드/1초 1회 제약이 있으므로 worker lane 설계가 필수입니다.
+
+5. 기존 Worksmobile 데이터 backfill
+   - Developer Console External Key Mapping이 비어 있는 기존 조직/구성원은 CSV mapping 또는 API external-key update가 선행되어야 합니다.
+
+6. 상태 정책
+   - Baron `inactive`는 Worksmobile suspend로 동기화합니다.
+   - Baron delete는 Worksmobile delete로 동기화합니다.
+   - leave-of-absence는 별도 user 상태 확장 이슈로 분리합니다.
+   - 직급/직책/사용자 유형 External Key sync는 이번 scope에서 제외합니다.
+
+7. adminfront 권한 경계
+   - Worksmobile 운영 화면은 `hanmac-family` root tenant detail에서만 보이게 합니다.
+   - 별도 URL/새 탭은 허용하지만 backend는 tenant slug, Keto 관리 권한, subtree membership을 모두 확인해야 합니다.
+   - UI hidden state만으로 접근 제어를 대신하지 않습니다.
+
+## 권장 구현 순서
+
+1. Worksmobile integration config와 `tenant.config.worksmobile.domainMappings` seed/config 정책 확정
+2. `additionalAppointments` backend DTO/parser/Keto membership sync 정리
+3. Worksmobile mapper unit test 작성 후 RED 확인
+4. `worksmobile_outbox` repository/service/worker 구현
+5. tenant orgunit enqueue 및 mock client GREEN
+6. user enqueue 및 mock client GREEN
+7. backfill command 또는 admin API dry-run 구현
+8. adminfront 상태/재시도 UI 또는 최소 운영 조회 API 추가
+9. E2E/mock integration 검증
+
+## 문서 업데이트 후보
+
+- `README.md`: 관리 데이터 import 정책에 Worksmobile sync 상태와 External Key 원칙 추가
+- `docs/organization-chart-policy.md`: Worksmobile orgunit mapping 정책 추가
+- `docs/tenant-usergroup-policy.md`: 외부 Directory sync outbox 정책 추가
+- `docs/worksmobile-directory-sync-technical-review.md`: 본 문서를 위키 반영 전 검토본으로 유지
diff --git a/orgfront/src/features/orgchart/pickerTree.ts b/orgfront/src/features/orgchart/pickerTree.ts
index fc71bc7a..e321d1f4 100644
--- a/orgfront/src/features/orgchart/pickerTree.ts
+++ b/orgfront/src/features/orgchart/pickerTree.ts
@@ -9,6 +9,12 @@ function getUserTenantSlug(user: UserSummary) {
   );
 }
 
+function isOrgFrontTenantType(tenant: TenantSummary) {
+  return ["COMPANY_GROUP", "COMPANY", "ORGANIZATION"].includes(
+    tenant.type.toUpperCase(),
+  );
+}
+
 function getCompanyGroupId(node: TenantNode, allTenants: TenantSummary[]) {
   let cursor: TenantSummary | undefined = node;
   const byId = new Map(allTenants.map((tenant) => [tenant.id, tenant]));
@@ -73,6 +79,7 @@ export function buildOrgPickerTree({
   rootTenantId?: string;
   tenantId?: string;
 }) {
+  const visibleTenants = tenants.filter(isOrgFrontTenantType);
   const usersBySlug = new Map<string, UserSummary[]>();
   for (const user of users) {
     if (user.status !== "active") continue;
@@ -84,16 +91,16 @@ export function buildOrgPickerTree({
   }
 
   const companyGroup =
-    tenants.find((tenant) => tenant.id === rootTenantId) ??
-    tenants.find((tenant) => tenant.type === "COMPANY_GROUP") ??
-    tenants.find((tenant) => !tenant.parentId);
+    visibleTenants.find((tenant) => tenant.id === rootTenantId) ??
+    visibleTenants.find((tenant) => tenant.type === "COMPANY_GROUP") ??
+    visibleTenants.find((tenant) => !tenant.parentId);
 
   if (!companyGroup) return { roots: [], companies: [], companyGroupId: "" };
 
-  const { currentBase } = buildTenantFullTree(tenants, companyGroup.id);
+  const { currentBase } = buildTenantFullTree(visibleTenants, companyGroup.id);
   const groupNode =
     currentBase ??
-    buildTenantFullTree(tenants).subTree.find(
+    buildTenantFullTree(visibleTenants).subTree.find(
       (node) => node.id === companyGroup.id,
     );
 
diff --git a/orgfront/src/features/orgchart/routes/OrgChartPage.tsx b/orgfront/src/features/orgchart/routes/OrgChartPage.tsx
index b5f920d9..98c0b7fd 100644
--- a/orgfront/src/features/orgchart/routes/OrgChartPage.tsx
+++ b/orgfront/src/features/orgchart/routes/OrgChartPage.tsx
@@ -297,6 +297,12 @@ function isVisibleOrgChartUser(user: UserSummary) {
   );
 }
 
+function isOrgFrontTenantType(tenant: TenantSummary) {
+  return ["COMPANY_GROUP", "COMPANY", "ORGANIZATION"].includes(
+    tenant.type.toUpperCase(),
+  );
+}
+
 function isSystemGlobalTenant(
   tenant?: Pick<TenantSummary, "id" | "slug" | "type" | "name">,
 ) {
@@ -363,7 +369,9 @@ function filterSystemGlobalTenants(tenants: TenantSummary[]) {
     }
   }
 
-  return tenants.filter((tenant) => !excludedIds.has(tenant.id));
+  return tenants.filter(
+    (tenant) => !excludedIds.has(tenant.id) && isOrgFrontTenantType(tenant),
+  );
 }
 
 type TenantIndexes = {
@@ -567,7 +575,7 @@ export function TenantOrgChartPage() {
 
   const companyFilters = React.useMemo(() => {
     return (familyRoot?.children ?? [])
-      .filter((node) => node.type === "COMPANY")
+      .filter((node) => node.type === "COMPANY" || node.type === "ORGANIZATION")
       .map((node) => ({ id: node.id, label: node.name }))
       .sort((a, b) => a.label.localeCompare(b.label));
   }, [familyRoot]);
@@ -588,7 +596,9 @@ export function TenantOrgChartPage() {
           node.slug.toLowerCase() === tenantId.toLowerCase() ||
           node.name === tenantId,
       );
-    if (match?.type === "COMPANY") setSelectedTenantFilter(match.id);
+    if (match?.type === "COMPANY" || match?.type === "ORGANIZATION") {
+      setSelectedTenantFilter(match.id);
+    }
   }, [familyRoot, rootNodes, tenantId]);
 
   const targetNodes = React.useMemo(() => {
diff --git a/orgfront/src/lib/adminApi.ts b/orgfront/src/lib/adminApi.ts
index 1a176b90..daf962d1 100644
--- a/orgfront/src/lib/adminApi.ts
+++ b/orgfront/src/lib/adminApi.ts
@@ -21,7 +21,7 @@ export type AuditLogListResponse = {
 
 export type TenantSummary = {
   id: string;
-  type: string; // PERSONAL, COMPANY, COMPANY_GROUP, USER_GROUP
+  type: string; // 허용 타입: PERSONAL, COMPANY, COMPANY_GROUP, ORGANIZATION, USER_GROUP
   name: string;
   slug: string;
   description: string;
diff --git a/orgfront/src/locales/en.toml b/orgfront/src/locales/en.toml
index 87256821..1794ae04 100644
--- a/orgfront/src/locales/en.toml
+++ b/orgfront/src/locales/en.toml
@@ -16,6 +16,7 @@ saman = "Saman"
 [domain.tenant_type]
 company = "Company"
 company_group = "Company Group"
+organization = "Organization"
 personal = "Personal"
 user_group = "User Group"
 
diff --git a/orgfront/src/locales/ko.toml b/orgfront/src/locales/ko.toml
index 2ac3c74a..0df67fd2 100644
--- a/orgfront/src/locales/ko.toml
+++ b/orgfront/src/locales/ko.toml
@@ -16,6 +16,7 @@ saman = "삼안"
 [domain.tenant_type]
 company = "COMPANY (일반 기업)"
 company_group = "COMPANY_GROUP (그룹사/지주사)"
+organization = "ORGANIZATION (정규 조직)"
 personal = "PERSONAL (개인 워크스페이스)"
 user_group = "USER_GROUP (내부 부서/팀)"
 
diff --git a/orgfront/src/locales/template.toml b/orgfront/src/locales/template.toml
index 7bff5ee6..8b3a86fd 100644
--- a/orgfront/src/locales/template.toml
+++ b/orgfront/src/locales/template.toml
@@ -16,6 +16,7 @@ saman = ""
 [domain.tenant_type]
 company = ""
 company_group = ""
+organization = ""
 personal = ""
 user_group = ""
 
diff --git a/test/env_secret_file_policy_test.sh b/test/env_secret_file_policy_test.sh
new file mode 100644
index 00000000..10c09762
--- /dev/null
+++ b/test/env_secret_file_policy_test.sh
@@ -0,0 +1,23 @@
+#!/usr/bin/env bash
+set -euo pipefail
+
+repo_root="$(cd "$(dirname "${BASH_SOURCE[0]}")/.." && pwd)"
+env_file="$repo_root/.env"
+gitignore_file="$repo_root/.gitignore"
+
+if [[ -f "$env_file" ]] && grep -q -- "-----BEGIN PRIVATE KEY-----" "$env_file"; then
+  echo "ERROR: .env must not contain a multi-line PEM private key; put it under config/ and reference WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY_FILE." >&2
+  exit 1
+fi
+
+if [[ -f "$env_file" ]] && ! grep -q '^WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY_FILE=' "$env_file"; then
+  echo "ERROR: .env must reference WORKS_ADMIN_OAUTH_CLIENT_PRIVATE_KEY_FILE." >&2
+  exit 1
+fi
+
+if ! grep -Eq '(^|/)config/\*\.pem$' "$gitignore_file"; then
+  echo "ERROR: .gitignore must ignore config/*.pem secret files." >&2
+  exit 1
+fi
+
+make --dry-run --always-make -C "$repo_root" dev DEV_SERVICES="backend adminfront" >/dev/null
diff --git a/test/oathkeeper_access_log_e2e_test.sh b/test/oathkeeper_access_log_e2e_test.sh
new file mode 100755
index 00000000..14482b7c
--- /dev/null
+++ b/test/oathkeeper_access_log_e2e_test.sh
@@ -0,0 +1,60 @@
+#!/usr/bin/env bash
+set -euo pipefail
+
+require_container() {
+  local name="$1"
+  if ! docker inspect "$name" >/dev/null 2>&1; then
+    echo "ERROR: required container is missing: $name" >&2
+    exit 1
+  fi
+}
+
+for container in ory_oathkeeper ory_vector ory_clickhouse baron_backend; do
+  require_container "$container"
+done
+
+vector_state="$(docker inspect -f '{{.State.Status}}' ory_vector)"
+if [[ "$vector_state" != "running" ]]; then
+  echo "ERROR: ory_vector must be running, got: $vector_state" >&2
+  docker logs --tail 100 ory_vector >&2 || true
+  exit 1
+fi
+
+before_lines="$(docker exec ory_oathkeeper sh -lc 'test -f /var/log/oathkeeper/access.log && wc -l < /var/log/oathkeeper/access.log || echo 0')"
+before_rows="$(docker exec ory_clickhouse clickhouse-client --user "${ORY_CLICKHOUSE_USER:-ory}" --password "${ORY_CLICKHOUSE_PASSWORD:-orypass}" --query "SELECT count() FROM ory.oathkeeper_access_logs")"
+
+docker run --rm --network public_net curlimages/curl:8.10.1 \
+  -fsS http://ory_oathkeeper:4455/health >/dev/null
+
+deadline=$((SECONDS + 20))
+after_lines="$before_lines"
+while (( SECONDS < deadline )); do
+  after_lines="$(docker exec ory_oathkeeper sh -lc 'test -f /var/log/oathkeeper/access.log && wc -l < /var/log/oathkeeper/access.log || echo 0')"
+  if (( after_lines > before_lines )); then
+    break
+  fi
+  sleep 1
+done
+
+if (( after_lines <= before_lines )); then
+  echo "ERROR: Oathkeeper access log did not grow after a proxied request." >&2
+  docker exec ory_oathkeeper sh -lc 'ls -l /var/log/oathkeeper && tail -n 50 /var/log/oathkeeper/access.log 2>/dev/null || true' >&2
+  exit 1
+fi
+
+deadline=$((SECONDS + 30))
+after_rows="$before_rows"
+while (( SECONDS < deadline )); do
+  after_rows="$(docker exec ory_clickhouse clickhouse-client --user "${ORY_CLICKHOUSE_USER:-ory}" --password "${ORY_CLICKHOUSE_PASSWORD:-orypass}" --query "SELECT count() FROM ory.oathkeeper_access_logs")"
+  if (( after_rows > before_rows )); then
+    break
+  fi
+  sleep 2
+done
+
+if (( after_rows <= before_rows )); then
+  echo "ERROR: Vector did not insert the new Oathkeeper access log into ClickHouse." >&2
+  echo "before_rows=$before_rows after_rows=$after_rows" >&2
+  docker logs --tail 100 ory_vector >&2 || true
+  exit 1
+fi
diff --git a/test/ory_log_pipeline_policy_test.sh b/test/ory_log_pipeline_policy_test.sh
new file mode 100755
index 00000000..18c2b5ed
--- /dev/null
+++ b/test/ory_log_pipeline_policy_test.sh
@@ -0,0 +1,39 @@
+#!/usr/bin/env bash
+set -euo pipefail
+
+repo_root="$(cd "$(dirname "${BASH_SOURCE[0]}")/.." && pwd)"
+
+docker run --rm \
+  -e ORY_CLICKHOUSE_USER=ory \
+  -e ORY_CLICKHOUSE_PASSWORD=orypass \
+  -v "$repo_root/docker/ory/vector:/etc/vector:ro" \
+  timberio/vector:0.36.0-alpine validate --no-environment /etc/vector/vector.toml >/dev/null
+
+if grep -q '/etc/config/oathkeeper/rules.active.json' "$repo_root/docker/ory/oathkeeper/entrypoint.sh"; then
+  echo "ERROR: Oathkeeper entrypoint must not write active rules into the bind-mounted config directory." >&2
+  exit 1
+fi
+
+if ! grep -q 'file:///tmp/oathkeeper/rules.active.json' "$repo_root/docker/ory/oathkeeper/oathkeeper.yml"; then
+  echo "ERROR: Oathkeeper config must load active rules from writable runtime storage." >&2
+  exit 1
+fi
+
+if ! grep -q '^version: v26.2.0$' "$repo_root/docker/ory/kratos/kratos.yml"; then
+  echo "ERROR: Kratos config version must match the v26.2.0 runtime." >&2
+  exit 1
+fi
+
+cookie_secret="$(grep -E '^COOKIE_SECRET=' "$repo_root/.env" | cut -d= -f2-)"
+if [[ ${#cookie_secret} -ne 32 ]]; then
+  echo "ERROR: COOKIE_SECRET must be exactly 32 bytes/chars for backend encryptcookie." >&2
+  exit 1
+fi
+
+root_config="$(
+  docker compose --env-file "$repo_root/.env" -f "$repo_root/compose.ory.yaml" config
+)"
+if ! grep -q "oathkeeper_logs_init:" <<<"$root_config"; then
+  echo "ERROR: compose.ory.yaml must initialize the Oathkeeper log volume permissions." >&2
+  exit 1
+fi
diff --git a/test/ory_v26_compose_policy_test.sh b/test/ory_v26_compose_policy_test.sh
new file mode 100644
index 00000000..5c1d3a29
--- /dev/null
+++ b/test/ory_v26_compose_policy_test.sh
@@ -0,0 +1,55 @@
+#!/usr/bin/env bash
+set -euo pipefail
+
+repo_root="$(cd "$(dirname "${BASH_SOURCE[0]}")/.." && pwd)"
+
+root_config="$(
+  docker compose --env-file "$repo_root/.env" -f "$repo_root/compose.ory.yaml" config
+)"
+docker_config="$(
+  docker compose --env-file "$repo_root/.env" -f "$repo_root/docker/compose.ory.yaml" config
+)"
+
+for service in kratos hydra keto oathkeeper; do
+  version_key="$(tr '[:lower:]' '[:upper:]' <<<"$service")_VERSION"
+  expected_version="$(grep -E "^${version_key}=" "$repo_root/.env" | cut -d= -f2-)"
+  if [[ -z "$expected_version" ]]; then
+    echo "ERROR: $version_key must be set in .env" >&2
+    exit 1
+  fi
+  if ! grep -q "image: oryd/${service}:${expected_version}" <<<"$root_config"; then
+    echo "ERROR: compose.ory.yaml must render oryd/${service}:${expected_version}" >&2
+    exit 1
+  fi
+done
+
+if grep -q "oryd/hydra:v25.4.0" <<<"$root_config"; then
+  echo "ERROR: compose.ory.yaml must not hard-code init-rp to hydra v25.4.0." >&2
+  exit 1
+fi
+
+root_init_rp="$(
+  awk 'in_block && /^    [A-Za-z0-9_-]+:/ { exit } /^    init-rp:/ { in_block=1 } in_block { print }' "$repo_root/compose.ory.yaml"
+)"
+docker_init_rp="$(
+  awk 'in_block && /^    [A-Za-z0-9_-]+:/ { exit } /^    init-rp:/ { in_block=1 } in_block { print }' "$repo_root/docker/compose.ory.yaml"
+)"
+if grep -q "image: oryd/hydra" <<<"$root_init_rp$docker_init_rp"; then
+  echo "ERROR: init-rp must not use the Hydra service image because distroless tags do not provide /bin/sh." >&2
+  exit 1
+fi
+
+if ! grep -q "migrate sql up" "$repo_root/compose.ory.yaml"; then
+  echo "ERROR: compose.ory.yaml Kratos migration must use migrate sql up." >&2
+  exit 1
+fi
+
+if ! grep -q "keto-migrate:" <<<"$docker_config"; then
+  echo "ERROR: docker/compose.ory.yaml must include keto-migrate for clean Ory installs." >&2
+  exit 1
+fi
+
+if grep -q "releases/download/v25.4.0" "$repo_root/docker/staging_pull_compose.template.yaml"; then
+  echo "ERROR: staging pull compose must not download a hard-coded Hydra v25.4.0 CLI." >&2
+  exit 1
+fi