diff --git a/RUNEWAGER_FUNCTIONALITY_MAP.md b/RUNEWAGER_FUNCTIONALITY_MAP.md
index e197dad..e1e05f3 100644
--- a/RUNEWAGER_FUNCTIONALITY_MAP.md
+++ b/RUNEWAGER_FUNCTIONALITY_MAP.md
@@ -47,6 +47,7 @@ Navigation is driven by inline menus plus command aliases. Persistent user/admin
 - Menus use callback “back” paths (`to_main_menu`, `open_admin_dashboard`, `pamenu_back_*`).
 - Many menu-style responses use `replaceCallbackPanel(...)` to avoid stale stacked cards.
 - Single active menu rule: `clearOldMenus(ctx)` + menu send helpers keep only one active transient menu card per user/chat.
+- `to_main_menu` clears transient menu cards via `clearOldMenus(...)` before rendering persistent menu headers.
 
 ## 4. User Menu Tree
 
@@ -57,6 +58,7 @@ Navigation is driven by inline menus plus command aliases. Persistent user/admin
 ### Key user branches
 - Referral system: Main Menu exposes **👥 Refer a Friend** submenu (`Your Referral Code`, `Share Your Code`, `How Referral Boosts Work`, Back/Cancel).
 - Play-link routing is deterministic: browser mode always returns external `https://gamble-codez.com/...`; telegram mode always returns `startapp` mini-app deep links.
+- Persistent user menu play button is settings-aware (`Play Mode`) and uses browser label/url when browser mode is enabled.
 - Discord links are browser-only via `getDiscordLink(...)` sanitation (no WebAppInfo/startapp wrappers).
 - **Profile & status**: `/profile`, quick status callbacks.
 - **Promo**: `menu_claim_bonus` → filtered eligible promos only.
diff --git a/index.js b/index.js
index c9314d7..41cd0b2 100644
--- a/index.js
+++ b/index.js
@@ -3755,9 +3755,11 @@ async function sendMainMenu(ctx, user, page = 1) {
 // ── Persistent Menu System ──────────────────────────────────────────────────
 
 /** Keyboard for the new persistent USER MAIN MENU */
-function userMainMenuKeyboard(isAdminUser) {
+function userMainMenuKeyboard(isAdminUser, user = null) {
+  const playUrl = getPlayLink(user, 'play');
+  const browserMode = user && user.settings && user.settings.playMode === 'browser';
   const rows = [
-    [Markup.button.url('🎮 Play Runewager', LINKS.miniAppPlay)],
+    [Markup.button.url(browserMode ? '🌐 Play Runewager (Browser)' : '🎮 Play Runewager', playUrl)],
     [
       Markup.button.callback('🎁 Bonuses & Rewards', 'pmenu_claim_bonus'),
       Markup.button.callback('👤 Profile & Link', 'pmenu_my_profile'),
@@ -3782,7 +3784,7 @@ function userMainMenuText(user) {
     `👋 Hey ${name}! Here's your Runewager menu.\n\n`
     + (statusLine ? `${statusLine}\n\n` : '')
     + `🌍 *Runewager is 100% FREE to play — worldwide access, no deposits.*\n\n`
-    + `🎮 *Play Runewager* — Open the Runewager Mini App\n`
+    + `🎮 *Play Runewager* — Opens Browser or Mini App based on your Play Mode setting\n`
     + `🎁 *Bonuses & Rewards* — Promo menu + 30 SC wager bonus\n`
     + `👤 *Profile & Link* — Linked account, XP, badges & referrals\n`
     + `🏆 *Giveaways & Community* — Active SC giveaways + join links\n`
@@ -3799,6 +3801,7 @@ function userMainMenuText(user) {
 async function sendPersistentUserMenu(ctx, user) {
   const chatId = ctx.chat ? ctx.chat.id : (ctx.callbackQuery && ctx.callbackQuery.message ? ctx.callbackQuery.message.chat.id : null);
   if (!chatId) return;
+  await clearOldMenus(ctx, user);
   await deleteEphemeralBonusPrompt(ctx, user);
   // Show admin button only when admin view is ON
   const isAdminUser = ADMIN_IDS.includes(Number(user.id)) && user.adminModeOn;
@@ -3822,7 +3825,7 @@ async function sendPersistentUserMenu(ctx, user) {
   }
 
   const text = userMainMenuText(user);
-  const keyboard = userMainMenuKeyboard(isAdminUser);
+  const keyboard = userMainMenuKeyboard(isAdminUser, user);
   const sent = await ctx.telegram.sendMessage(chatId, text, { parse_mode: 'Markdown', ...keyboard });
   user.mainMenuMsgId = sent.message_id;
   user.mainMenuChatId = sent.chat.id;
@@ -6831,6 +6834,7 @@ bot.command('join', async (ctx) => {
 bot.action('to_main_menu', async (ctx) => {
   const user = getUser(ctx);
   await ctx.answerCbQuery();
+  await clearOldMenus(ctx, user);
   await deleteEphemeralBonusPrompt(ctx, user);
   await sendPersistentUserMenu(ctx, user);
 });
diff --git a/test/smoke.test.js b/test/smoke.test.js
index 4e1f65d..f68b91e 100644
--- a/test/smoke.test.js
+++ b/test/smoke.test.js
@@ -541,3 +541,22 @@ test('testall covers required diagnostic category labels', () => {
     assert.ok(source.includes(cat), `Expected TestAll category/check mention: ${cat}`);
   }
 });
+
+
+test('to_main_menu clears old menus before rendering persistent menu', () => {
+  const source = fs.readFileSync(path.resolve(__dirname, '..', 'index.js'), 'utf8');
+  const blockStart = source.indexOf("bot.action('to_main_menu'");
+  assert.ok(blockStart >= 0, 'Expected to_main_menu callback');
+  const block = source.slice(blockStart, blockStart + 400);
+  assert.ok(block.includes('await clearOldMenus(ctx, user);'), 'Expected clearOldMenus in to_main_menu');
+  assert.ok(block.includes('await sendPersistentUserMenu(ctx, user);'), 'Expected sendPersistentUserMenu in to_main_menu');
+});
+
+test('persistent user menu play button uses settings-aware getPlayLink', () => {
+  const source = fs.readFileSync(path.resolve(__dirname, '..', 'index.js'), 'utf8');
+  const start = source.indexOf('function userMainMenuKeyboard(');
+  assert.ok(start >= 0, 'Expected userMainMenuKeyboard');
+  const block = source.slice(start, start + 500);
+  assert.ok(block.includes("getPlayLink(user, 'play')"), 'Expected settings-aware play link in persistent menu');
+  assert.ok(block.includes('Play Runewager (Browser)'), 'Expected browser-mode label for persistent play button');
+});