diff --git a/package.json b/package.json
index 722a0916..fb8ff548 100644
--- a/package.json
+++ b/package.json
@@ -31,6 +31,7 @@
         "onCommand:leetcode.signout",
         "onCommand:leetcode.manageSessions",
         "onCommand:leetcode.refreshExplorer",
+        "onCommand:leetcode.pickOne",
         "onCommand:leetcode.showProblem",
         "onCommand:leetcode.previewProblem",
         "onCommand:leetcode.searchProblem",
@@ -84,6 +85,11 @@
                     "dark": "resources/dark/refresh.svg"
                 }
             },
+            {
+                "command": "leetcode.pickOne",
+                "title": "Pick One",
+                "category": "LeetCode"
+            },
             {
                 "command": "leetcode.showProblem",
                 "title": "Show Problem",
@@ -162,6 +168,11 @@
                     "command": "leetcode.refreshExplorer",
                     "when": "view == leetCodeExplorer",
                     "group": "navigation@3"
+                },
+                {
+                    "command": "leetcode.pickOne",
+                    "when": "view == leetCodeExplorer",
+                    "group": "overflow@0"
                 }
             ],
             "view/item/context": [
diff --git a/src/commands/show.ts b/src/commands/show.ts
index 1846fe9f..b946c298 100644
--- a/src/commands/show.ts
+++ b/src/commands/show.ts
@@ -44,6 +44,12 @@ export async function previewProblem(input: IProblem | vscode.Uri, isSideMode: b
     leetCodePreviewProvider.show(descString, node, isSideMode);
 }
 
+export async function pickOne(): Promise<void> {
+    const problems: IProblem[] = await list.listProblems();
+    const randomProblem: IProblem = problems[Math.floor(Math.random() * problems.length)];
+    await showProblemInternal(randomProblem);
+}
+
 export async function showProblem(node?: LeetCodeNode): Promise<void> {
     if (!node) {
         return;
diff --git a/src/extension.ts b/src/extension.ts
index 4d33d803..d1997945 100644
--- a/src/extension.ts
+++ b/src/extension.ts
@@ -54,6 +54,7 @@ export async function activate(context: vscode.ExtensionContext): Promise<void>
             vscode.commands.registerCommand("leetcode.manageSessions", () => session.manageSessions()),
             vscode.commands.registerCommand("leetcode.previewProblem", (node: LeetCodeNode) => show.previewProblem(node)),
             vscode.commands.registerCommand("leetcode.showProblem", (node: LeetCodeNode) => show.showProblem(node)),
+            vscode.commands.registerCommand("leetcode.pickOne", () => show.pickOne()),
             vscode.commands.registerCommand("leetcode.searchProblem", () => show.searchProblem()),
             vscode.commands.registerCommand("leetcode.showSolution", (input: LeetCodeNode | vscode.Uri) => show.showSolution(input)),
             vscode.commands.registerCommand("leetcode.refreshExplorer", () => leetCodeTreeDataProvider.refresh()),
@@ -63,7 +64,7 @@ export async function activate(context: vscode.ExtensionContext): Promise<void>
         );
 
         await leetCodeExecutor.switchEndpoint(plugin.getLeetCodeEndpoint());
-        leetCodeManager.getLoginStatus();
+        await leetCodeManager.getLoginStatus();
     } catch (error) {
         leetCodeChannel.appendLine(error.toString());
         promptForOpenOutputChannel("Extension initialization failed. Please open output channel for details.", DialogType.error);