diff --git a/extensions/gitpod/package.json b/extensions/gitpod/package.json
index 972c3522e6bf1..d765bf375b21e 100644
--- a/extensions/gitpod/package.json
+++ b/extensions/gitpod/package.json
@@ -49,12 +49,16 @@
         "title": "%openDocumentation%"
       },
       {
-        "command": "gitpod.open.follow",
-        "title": "%openFollow%"
+        "command": "gitpod.open.twitter",
+        "title": "%openTwitter%"
       },
       {
-        "command": "gitpod.open.community",
-        "title": "%openCommunity%"
+        "command": "gitpod.open.discord",
+        "title": "%openDiscord%"
+      },
+      {
+        "command": "gitpod.open.discourse",
+        "title": "%openDiscourse%"
       },
       {
         "command": "gitpod.reportIssue",
@@ -192,11 +196,15 @@
       ],
       "menuBar/help": [
         {
-          "command": "gitpod.open.follow",
+          "command": "gitpod.open.openTwitter",
           "group": "z_about2@10"
         },
         {
-          "command": "gitpod.open.community",
+          "command": "gitpod.open.openDiscord",
+          "group": "z_about2@20"
+        },
+        {
+          "command": "gitpod.open.openDiscourse",
           "group": "z_about2@20"
         },
         {
@@ -231,11 +239,15 @@
           "group": "remote_00_gitpod_navigation@60"
         },
         {
-          "command": "gitpod.open.follow",
+          "command": "gitpod.open.twitter",
           "group": "remote_00_gitpod_navigation@70"
         },
         {
-          "command": "gitpod.open.community",
+          "command": "gitpod.open.discord",
+          "group": "remote_00_gitpod_navigation@80"
+        },
+        {
+          "command": "gitpod.open.discourse",
           "group": "remote_00_gitpod_navigation@80"
         },
         {
diff --git a/extensions/gitpod/package.nls.json b/extensions/gitpod/package.nls.json
index 09d94eb7a94f5..52ab890b4e6e5 100644
--- a/extensions/gitpod/package.nls.json
+++ b/extensions/gitpod/package.nls.json
@@ -6,8 +6,9 @@
 	"openSettings": "Gitpod: Open Settings",
 	"openContext": "Gitpod: Open Context",
 	"openDocumentation": "Gitpod: Documentation",
-	"openCommunity": "Gitpod: Open Community Forum",
-	"openFollow": "Gitpod: Follow us on Twitter",
+	"openDiscord": "Gitpod: Open Community Chat",
+	"openDiscourse": "Gitpod: Open Community Forum",
+	"openTwitter": "Gitpod: Follow us on Twitter",
 	"reportIssue": "Gitpod: Report Issue",
 	"stopWorkspace": "Gitpod: Stop Workspace",
 	"upgradeSubscription": "Gitpod: Upgrade Subscription",
diff --git a/extensions/gitpod/src/extension.ts b/extensions/gitpod/src/extension.ts
index 9cb97c17d96b9..d0996cfe508d0 100644
--- a/extensions/gitpod/src/extension.ts
+++ b/extensions/gitpod/src/extension.ts
@@ -165,10 +165,13 @@ export async function activate(context: vscode.ExtensionContext) {
 	context.subscriptions.push(vscode.commands.registerCommand('gitpod.open.documentation', () =>
 		vscode.env.openExternal(vscode.Uri.parse('https://www.gitpod.io/docs'))
 	));
-	context.subscriptions.push(vscode.commands.registerCommand('gitpod.open.community', () =>
+	context.subscriptions.push(vscode.commands.registerCommand('gitpod.open.discord', () =>
+		vscode.env.openExternal(vscode.Uri.parse('https://www.gitpod.io/chat'))
+	));
+	context.subscriptions.push(vscode.commands.registerCommand('gitpod.open.discourse', () =>
 		vscode.env.openExternal(vscode.Uri.parse('https://community.gitpod.io'))
 	));
-	context.subscriptions.push(vscode.commands.registerCommand('gitpod.open.follow', () =>
+	context.subscriptions.push(vscode.commands.registerCommand('gitpod.open.twitter', () =>
 		vscode.env.openExternal(vscode.Uri.parse('https://twitter.com/gitpod'))
 	));
 	context.subscriptions.push(vscode.commands.registerCommand('gitpod.reportIssue', () =>