diff --git a/docker/compose.ory.yaml b/docker/compose.ory.yaml
index 797993fa..a91a6038 100644
--- a/docker/compose.ory.yaml
+++ b/docker/compose.ory.yaml
@@ -108,7 +108,11 @@ services:
     ports:
       - "4455:4455" # Proxy
       - "4456:4456" # API (Backend 헬스체크용)
-
+    healthcheck:
+      test: ["CMD", "wget", "-qO-", "http://127.0.0.1:4456/health/ready"]
+      interval: 5s
+      timeout: 5s
+      retries: 5
 volumes:
   ory_postgres_data:
 
diff --git a/docker/docker-compose.staging.template.yaml b/docker/docker-compose.staging.template.yaml
index 9ec87368..a5057122 100644
--- a/docker/docker-compose.staging.template.yaml
+++ b/docker/docker-compose.staging.template.yaml
@@ -23,6 +23,8 @@ services:
       - HYDRA_ADMIN_URL="${HYDRA_ADMIN_URL:-http://ory_hydra:4445}"
       - HYDRA_PUBLIC_URL="${HYDRA_PUBLIC_URL:-http://ory_hydra:4444}"
       - PROFILE_CACHE_TTL="${PROFILE_CACHE_TTL:-30m}"
+      # Oathkeeper URL이 필요하다면 명시 (일반적으로 내부 DNS 사용시 불필요하나 확실히 하기 위해)
+      - OATHKEEPER_API_URL=http://ory_oathkeeper:4456
     ports:
       - "${BACKEND_PORT:-3000}:3000"
     depends_on:
@@ -31,12 +33,14 @@ services:
     networks:
       - baron_net
       - ory-net
+    
+    # [수정됨] Healthcheck 시간을 넉넉하게 늘림
     healthcheck:
       test: ["CMD", "wget", "-qO-", "http://127.0.0.1:3000/health"]
       interval: 10s
       timeout: 5s
-      retries: 3
-      start_period: 10s
+      retries: 10       # 3회 -> 10회 (최대 10번 재시도)
+      start_period: 60s # 10초 -> 60초 (처음 1분간은 실패해도 봐줌)
 
   adminfront:
     image: ${ADMINFRONT_IMAGE_NAME}:${IMAGE_TAG}
@@ -89,12 +93,13 @@ services:
                   echo \"APP_ENV=stage\" >> /usr/share/nginx/html/assets/.env &&
                   cp /usr/share/nginx/html/assets/.env /usr/share/nginx/html/.env &&
                   nginx -g 'daemon off;'"
+    # [수정됨] Userfront도 넉넉하게 설정
     healthcheck:
       test: ["CMD", "wget", "-qO-", "http://127.0.0.1:5000/"]
       interval: 10s
       timeout: 5s
-      retries: 3
-      start_period: 10s
+      retries: 5
+      start_period: 30s
 
   infra_check:
     image: alpine