diff --git a/client/src/components/Sidebar.tsx b/client/src/components/Sidebar.tsx
index ca6d5fe..33e88a7 100644
--- a/client/src/components/Sidebar.tsx
+++ b/client/src/components/Sidebar.tsx
@@ -8,6 +8,7 @@ import {
   Github,
   Eye,
   EyeOff,
+  RotateCcw,
   Settings,
 } from "lucide-react";
 import { Button } from "@/components/ui/button";
@@ -375,8 +376,17 @@ const Sidebar = ({
 
           <div className="space-y-2">
             <Button className="w-full" onClick={onConnect}>
-              <Play className="w-4 h-4 mr-2" />
-              Connect
+              {connectionStatus === "connected" ? (
+                <>
+                  <RotateCcw className="w-4 h-4 mr-2" />
+                  {transportType === "stdio" ? "Restart" : "Reconnect"}
+                </>
+              ) : (
+                <>
+                  <Play className="w-4 h-4 mr-2" />
+                  Connect
+                </>
+              )}
             </Button>
 
             <div className="flex items-center justify-center space-x-2 mb-4">
diff --git a/server/src/index.ts b/server/src/index.ts
index 6c66de0..1d16d23 100644
--- a/server/src/index.ts
+++ b/server/src/index.ts
@@ -12,6 +12,7 @@ import {
   StdioClientTransport,
   getDefaultEnvironment,
 } from "@modelcontextprotocol/sdk/client/stdio.js";
+import { Transport } from "@modelcontextprotocol/sdk/shared/transport.js";
 import { SSEServerTransport } from "@modelcontextprotocol/sdk/server/sse.js";
 import express from "express";
 import { findActualExecutable } from "spawn-rx";
@@ -98,12 +99,14 @@ const createTransport = async (req: express.Request) => {
   }
 };
 
+let backingServerTransport: Transport | undefined;
+
 app.get("/sse", async (req, res) => {
   try {
     console.log("New SSE connection");
 
-    let backingServerTransport;
     try {
+      await backingServerTransport?.close();
       backingServerTransport = await createTransport(req);
     } catch (error) {
       if (error instanceof SseError && error.code === 401) {