diff --git a/stock-lab/app/main.py b/stock-lab/app/main.py
index ad94f97..391521e 100644
--- a/stock-lab/app/main.py
+++ b/stock-lab/app/main.py
@@ -1,5 +1,6 @@
 import os
 from fastapi import FastAPI
+from fastapi.responses import JSONResponse
 from fastapi.middleware.cors import CORSMiddleware
 import requests
 from apscheduler.schedulers.background import BackgroundScheduler
@@ -26,6 +27,7 @@ WINDOWS_AI_SERVER_URL = os.getenv("WINDOWS_AI_SERVER_URL", "http://192.168.0.5:8
 
 @app.on_event("startup")
 def on_startup():
+    print(f"[StockLab] Startup. Windows AI Server URL: {WINDOWS_AI_SERVER_URL}")
     init_db()
     
     # 매일 아침 8시 뉴스 스크랩 (NAS 자체 수행)
@@ -75,15 +77,22 @@ def trigger_scrap():
 @app.get("/api/trade/balance")
 def get_balance():
     """계좌 잔고 조회 (Windows AI Server Proxy)"""
+    print(f"[Proxy] Requesting Balance from {WINDOWS_AI_SERVER_URL}...")
     try:
-        # Windows Server로 잔고 조회 요청 (Windows가 직접 KIS 호출)
         resp = requests.get(f"{WINDOWS_AI_SERVER_URL}/trade/balance", timeout=5)
-        # Windows Server가 500 등을 내더라도 JSON 포맷이면 그대로 전달
+        
         if resp.status_code != 200:
-            return {"error": "Windows AI Server returned error", "status": resp.status_code, "detail": resp.text}
+            print(f"[ProxyError] Balance Error: {resp.status_code} {resp.text}")
+            return JSONResponse(status_code=resp.status_code, content=resp.json())
+            
+        print("[Proxy] Balance Success")
         return resp.json()
     except Exception as e:
-        return {"error": "Failed to connect to Windows AI Server", "detail": str(e), "url": WINDOWS_AI_SERVER_URL}
+        print(f"[ProxyError] Connection Failed: {e}")
+        return JSONResponse(
+            status_code=500, 
+            content={"error": "Connection Failed", "detail": str(e), "target": WINDOWS_AI_SERVER_URL}
+        )
 
 class OrderRequest(BaseModel):
     code: str
@@ -94,32 +103,60 @@ class OrderRequest(BaseModel):
 @app.post("/api/trade/order")
 def order_stock(req: OrderRequest):
     """주식 매수/매도 주문 (Windows AI Server Proxy)"""
+    print(f"[Proxy] Order Request: {req.dict()} to {WINDOWS_AI_SERVER_URL}...")
     try:
-        # Windows Server로 주문 요청
         resp = requests.post(f"{WINDOWS_AI_SERVER_URL}/trade/order", json=req.dict(), timeout=10)
+        
+        if resp.status_code != 200:
+            print(f"[ProxyError] Order Error: {resp.status_code} {resp.text}")
+            return JSONResponse(status_code=resp.status_code, content=resp.json())
+            
         return resp.json()
     except Exception as e:
-        return {"success": False, "message": f"Proxy Error: {str(e)}", "url": WINDOWS_AI_SERVER_URL}
+        print(f"[ProxyError] Order Connection Failed: {e}")
+        return JSONResponse(
+            status_code=500,
+            content={"error": "Connection Failed", "detail": str(e), "target": WINDOWS_AI_SERVER_URL}
+        )
 
 @app.post("/api/trade/auto")
 def auto_trade():
     """AI 자동 매매 트리거 (Windows AI Server Proxy)"""
+    print(f"[Proxy] Triggering Auto Trade at {WINDOWS_AI_SERVER_URL}...")
     try:
-        # Windows Server로 AI 매매 요청
         resp = requests.post(f"{WINDOWS_AI_SERVER_URL}/trade/auto", timeout=120)
+        
+        if resp.status_code != 200:
+            print(f"[ProxyError] Auto Trade Error: {resp.status_code} {resp.text}")
+            return JSONResponse(status_code=resp.status_code, content=resp.json())
+
+        print("[Proxy] Auto Trade Success")
         return resp.json()
     except Exception as e:
-        return {"success": False, "message": f"Proxy Error: {str(e)}", "url": WINDOWS_AI_SERVER_URL}
+        print(f"[ProxyError] Auto Trade Connection Failed: {e}")
+        return JSONResponse(
+            status_code=500,
+            content={"error": "Connection Failed", "detail": str(e), "target": WINDOWS_AI_SERVER_URL}
+        )
 
 @app.get("/api/stock/analyze")
 def analyze_market():
     """Windows PC를 통한 AI 시장 분석"""
+    print(f"[Proxy] Analyzing Market at {WINDOWS_AI_SERVER_URL}...")
     try:
-        # Windows AI Server의 API 호출
         resp = requests.post(f"{WINDOWS_AI_SERVER_URL}/analyze/portfolio", timeout=120)
+        
+        if resp.status_code != 200:
+             print(f"[ProxyError] Analyze Error: {resp.status_code} {resp.text}")
+             return JSONResponse(status_code=resp.status_code, content=resp.json())
+        
         return resp.json()
     except Exception as e:
-        return {"error": "Failed to connect to Windows AI Server", "detail": str(e), "url": WINDOWS_AI_SERVER_URL}
+        print(f"[ProxyError] Analyze Connection Failed: {e}")
+        return JSONResponse(
+            status_code=500,
+            content={"error": "Connection Failed", "detail": str(e), "target": WINDOWS_AI_SERVER_URL}
+        )
 
 @app.get("/api/version")
 def version():