diff --git a/CLAUDE.md b/CLAUDE.md
index f25ed441..2d62e9d4 100644
--- a/CLAUDE.md
+++ b/CLAUDE.md
@@ -35,7 +35,7 @@ When user says "COM":
 1. Increment version in BOTH `package.json` AND `CLAUDE.md` (verify they match with `grep version package.json && grep Version CLAUDE.md`)
 2. Run: `git add -A && git commit -m "chore: bump version to X.XXXX" && git push && npm run build && systemctl --user restart claudeman-web`
 
-**Version**: 0.1511 (must match `package.json` for npm publish)
+**Version**: 0.1512 (must match `package.json` for npm publish)
 
 ## Project Overview
 
diff --git a/package.json b/package.json
index 326433de..02d31b80 100644
--- a/package.json
+++ b/package.json
@@ -1,6 +1,6 @@
 {
   "name": "claudeman",
-  "version": "0.1511",
+  "version": "0.1512",
   "description": "The missing control plane for Claude Code - run 20 autonomous agents with real-time monitoring and session persistence",
   "type": "module",
   "main": "dist/index.js",
diff --git a/src/web/public/app.js b/src/web/public/app.js
index 40a1cdb3..c2e77bc6 100644
--- a/src/web/public/app.js
+++ b/src/web/public/app.js
@@ -516,13 +516,22 @@ const KeyboardAccessoryBar = {
       </button>
     `;
 
-    // Add click handlers
+    // Add click handlers — preventDefault stops event from reaching terminal
     this.element.addEventListener('click', (e) => {
       const btn = e.target.closest('.accessory-btn');
       if (!btn) return;
+      e.preventDefault();
+      e.stopPropagation();
 
       const action = btn.dataset.action;
-      this.handleAction(action);
+      this.handleAction(action, btn);
+
+      // For double-tap buttons, refocus terminal so keyboard stays open during confirm state
+      if ((action === 'clear' || action === 'compact') && this._confirmAction) {
+        if (typeof app !== 'undefined' && app.terminal) {
+          app.terminal.focus();
+        }
+      }
     });
 
     // Insert before toolbar
@@ -532,20 +541,29 @@ const KeyboardAccessoryBar = {
     }
   },
 
+  _confirmTimer: null,
+  _confirmAction: null,
+
   /** Handle accessory button actions */
-  handleAction(action) {
+  handleAction(action, btn) {
     if (typeof app === 'undefined' || !app.activeSessionId) return;
 
     switch (action) {
       case 'init':
-        this.confirmAndSend('/init', 'Run /init command?');
+        this.sendCommand('/init');
         break;
       case 'clear':
-        this.confirmAndSend('/clear', 'Clear conversation history?');
-        break;
-      case 'compact':
-        this.confirmAndSend('/compact', 'Compact context?');
+      case 'compact': {
+        // Require double-tap: first tap turns amber, second tap within 2s sends
+        const cmd = action === 'clear' ? '/clear' : '/compact';
+        if (this._confirmAction === action && this._confirmTimer) {
+          this.clearConfirm();
+          this.sendCommand(cmd);
+        } else {
+          this.setConfirm(action, btn);
+        }
         break;
+      }
       case 'paste':
         this.pasteFromClipboard();
         break;
@@ -556,11 +574,43 @@ const KeyboardAccessoryBar = {
     }
   },
 
-  /** Show confirmation dialog before sending command */
-  confirmAndSend(command, message) {
-    if (confirm(message)) {
-      app.sendInput(command + '\r');
+  /** Enter confirm state: button turns amber for 2s waiting for second tap */
+  setConfirm(action, btn) {
+    this.clearConfirm();
+    this._confirmAction = action;
+    if (btn) {
+      btn.classList.add('confirming');
+      btn.dataset.origText = btn.textContent;
+      btn.textContent = 'Tap again';
     }
+    this._confirmTimer = setTimeout(() => this.clearConfirm(), 2000);
+  },
+
+  /** Reset confirm state */
+  clearConfirm() {
+    if (this._confirmTimer) {
+      clearTimeout(this._confirmTimer);
+      this._confirmTimer = null;
+    }
+    if (this._confirmAction && this.element) {
+      const btn = this.element.querySelector(`[data-action="${this._confirmAction}"]`);
+      if (btn && btn.dataset.origText) {
+        btn.textContent = btn.dataset.origText;
+        delete btn.dataset.origText;
+      }
+      if (btn) btn.classList.remove('confirming');
+    }
+    this._confirmAction = null;
+  },
+
+  /** Send a slash command to the active session.
+   *  Sends text and Enter separately so Ink processes them as distinct events. */
+  sendCommand(command) {
+    if (!app.activeSessionId) return;
+    // Send command text first (without Enter)
+    app.sendInput(command);
+    // Send Enter separately after a brief delay so Ink has time to process the text.
+    setTimeout(() => app.sendInput('\r'), 120);
   },
 
   /** Read clipboard and send contents as input */
diff --git a/src/web/public/mobile.css b/src/web/public/mobile.css
index f16ff680..81607b08 100644
--- a/src/web/public/mobile.css
+++ b/src/web/public/mobile.css
@@ -504,10 +504,17 @@
     border: 1px solid rgba(255, 255, 255, 0.15);
     border-radius: 6px;
     color: #e5e5e5;
-    font-size: 0.75rem;
+    font-size: 0.65rem;
     font-weight: 500;
     cursor: pointer;
-    transition: background 0.1s;
+    transition: background 0.15s, border-color 0.15s;
+  }
+
+  /* Confirm state — button turns amber and shows "Tap again" */
+  .accessory-btn.confirming {
+    background: #6b4f00;
+    border-color: #b8860b;
+    color: #ffd54f;
   }
 
   .accessory-btn:active {
diff --git a/src/web/public/styles.css b/src/web/public/styles.css
index eec76f23..bb4d81ca 100644
--- a/src/web/public/styles.css
+++ b/src/web/public/styles.css
@@ -1807,8 +1807,9 @@ body {
   background: var(--bg-card);
   border-top: 1px solid var(--border);
   flex-shrink: 0;
-  /* Performance: isolate from terminal — toolbar updates shouldn't trigger terminal reflow */
-  contain: layout style paint;
+  /* contain: style only — layout/paint containment clips the case-settings popover
+     that extends above the toolbar (popover uses position:absolute + bottom:100%) */
+  contain: style;
 }
 
 .toolbar-left,
@@ -8580,10 +8581,17 @@ kbd {
     border: 1px solid rgba(255, 255, 255, 0.15);
     border-radius: 6px;
     color: #e5e5e5;
-    font-size: 0.75rem;
+    font-size: 0.65rem;
     font-weight: 500;
     cursor: pointer;
-    transition: background 0.1s;
+    transition: background 0.15s, border-color 0.15s;
+  }
+
+  /* Confirm state — button turns amber and shows "Tap again" */
+  .accessory-btn.confirming {
+    background: #6b4f00;
+    border-color: #b8860b;
+    color: #ffd54f;
   }
 
   .accessory-btn:active {