diff --git a/backend/open_webui/retrieval/web/external.py b/backend/open_webui/retrieval/web/external.py
index a5c8003e47..e6b17c6cc7 100644
--- a/backend/open_webui/retrieval/web/external.py
+++ b/backend/open_webui/retrieval/web/external.py
@@ -3,6 +3,7 @@ from typing import Optional, List
 
 import requests
 from open_webui.retrieval.web.main import SearchResult, get_filtered_results
+from open_webui.utils.user_context import inject_user_headers
 from open_webui.env import SRC_LOG_LEVELS
 
 log = logging.getLogger(__name__)
@@ -19,10 +20,12 @@ def search_external(
     try:
         response = requests.post(
             external_url,
-            headers={
-                "User-Agent": "Open WebUI (https://github.com/open-webui/open-webui) RAG Bot",
-                "Authorization": f"Bearer {external_api_key}",
-            },
+            headers=inject_user_headers(
+                {
+                    "User-Agent": "Open WebUI (https://github.com/open-webui/open-webui) RAG Bot - Web Search",
+                    "Authorization": f"Bearer {external_api_key}",
+                }
+            ),
             json={
                 "query": query,
                 "count": count,
diff --git a/backend/open_webui/utils/user_context.py b/backend/open_webui/utils/user_context.py
new file mode 100644
index 0000000000..a0edd0eb67
--- /dev/null
+++ b/backend/open_webui/utils/user_context.py
@@ -0,0 +1,76 @@
+from contextvars import ContextVar
+import os
+from fastapi import Request
+from open_webui.utils.auth import get_current_user, get_http_authorization_cred
+
+current_user_context = ContextVar("current_user_context", default=None)
+
+
+def _get_user_from_request() -> dict:
+    """Try to get user from current request context"""
+    try:
+        # This is a creative approach - we'll try to get the request from the call stack
+        import inspect
+
+        # Look through the call stack for a request object
+        for frame_info in inspect.stack():
+            frame = frame_info.frame
+            local_vars = frame.f_locals
+
+            # Check if there's a 'request' variable in the current frame
+            if "request" in local_vars and hasattr(local_vars["request"], "headers"):
+                request = local_vars["request"]
+                try:
+                    # Try to get the user using the same method as the audit middleware
+                    auth_header = request.headers.get("Authorization")
+                    if auth_header:
+                        user = get_current_user(
+                            request,
+                            None,
+                            None,
+                            get_http_authorization_cred(auth_header),
+                        )
+                        if user:
+                            return {
+                                "id": user.id,
+                                "email": user.email,
+                                "name": user.name,
+                                "role": user.role,
+                            }
+                except Exception:
+                    continue
+
+        return None
+    except Exception:
+        return None
+
+
+def inject_user_headers(headers: dict, user: dict = None) -> dict:
+    """Inject user headers if enabled and context exists"""
+    headers.update(
+        {
+            "X-OpenWebUI-is-enabled": "true",
+        }
+    )
+    if os.getenv("ENABLE_FORWARD_USER_INFO_HEADERS", "").lower() == "true":
+        headers.update(
+            {
+                "X-OpenWebUI-is-forwarded": "true",
+            }
+        )
+        # Try multiple ways to get user information
+        if user is None:
+            user = current_user_context.get()
+        if user is None:
+            user = _get_user_from_request()
+
+        if user:
+            headers.update(
+                {
+                    "X-OpenWebUI-User-Id": user.get("id", ""),
+                    "X-OpenWebUI-User-Email": user.get("email", ""),
+                    "X-OpenWebUI-User-Name": user.get("name", ""),
+                    "X-OpenWebUI-User-Role": user.get("role", ""),
+                }
+            )
+    return headers