diff --git a/api/server/routes/mcp.js b/api/server/routes/mcp.js
index 35bba77ae6..f66d671a87 100644
--- a/api/server/routes/mcp.js
+++ b/api/server/routes/mcp.js
@@ -452,11 +452,19 @@ router.post('/:serverName/reinitialize', requireJwtAuth, async (req, res) => {
       `[MCP Reinitialize] Sending response for ${serverName} - oauthRequired: ${oauthRequired}, oauthUrl: ${oauthUrl ? 'present' : 'null'}`,
     );
 
+    const getResponseMessage = () => {
+      if (oauthRequired) {
+        return `MCP server '${serverName}' ready for OAuth authentication`;
+      }
+      if (userConnection) {
+        return `MCP server '${serverName}' reinitialized successfully`;
+      }
+      return `Failed to reinitialize MCP server '${serverName}'`;
+    };
+
     res.json({
-      success: true,
-      message: oauthRequired
-        ? `MCP server '${serverName}' ready for OAuth authentication`
-        : `MCP server '${serverName}' reinitialized successfully`,
+      success: userConnection && !oauthRequired,
+      message: getResponseMessage(),
       serverName,
       oauthRequired,
       oauthUrl,
diff --git a/client/src/hooks/MCP/useMCPServerManager.ts b/client/src/hooks/MCP/useMCPServerManager.ts
index b68feade3e..71ffa471b4 100644
--- a/client/src/hooks/MCP/useMCPServerManager.ts
+++ b/client/src/hooks/MCP/useMCPServerManager.ts
@@ -234,6 +234,12 @@ export function useMCPServerManager() {
 
             cleanupServerState(serverName);
           }
+        } else {
+          showToast({
+            message: localize('com_ui_mcp_init_failed', { 0: serverName }),
+            status: 'error',
+          });
+          cleanupServerState(serverName);
         }
       } catch (error) {
         console.error(`[MCP Manager] Failed to initialize ${serverName}:`, error);