diff --git a/content/keyboard.js b/content/keyboard.js
index 26f6029..0be58d1 100644
--- a/content/keyboard.js
+++ b/content/keyboard.js
@@ -261,111 +261,128 @@ window.OutlookRelook.Keyboard = (function () {
     target.dispatchEvent(overEvent);
   }
 
-  // performAction takes an array of IDs (strings), re-resolves each to a
-  // fresh DOM element before acting, and processes them sequentially.
-  // This handles OWA's re-renders that invalidate stale element references.
-  function performAction(ids, actionFn) {
-    if (!ids || ids.length === 0) return;
-    var i = 0;
-    function processNext() {
-      if (i >= ids.length) {
-        clearSelection();
-        return;
-      }
-      var id = ids[i];
-      i++;
-
-      // Re-resolve the ID to the current DOM element each iteration
-      var target = resolveTargetById(id);
-      if (!target) {
-        // Element no longer exists (e.g., already deleted) — skip to next
-        processNext();
-        return;
-      }
-
-      // Hover to make OWA's inline action buttons appear
-      triggerHover(target);
-
-      setTimeout(function () {
-        var inlineHandled = actionFn(target);
-
-        if (inlineHandled === false) {
-          // Fallback: click the row + use toolbar
-          target.click();
-          setTimeout(function () {
-            // Re-resolve once more in case clicking caused a re-render
-            var freshTarget = resolveTargetById(id) || target;
-            actionFn(freshTarget);
-            setTimeout(processNext, 250);
-          }, 150);
-        } else {
-          // Wait long enough for OWA to finish re-rendering before next action
-          setTimeout(processNext, 300);
-        }
-      }, 120);
+  // Find a button in the global OWA toolbar (not inline on a row).
+  // The toolbar button acts on OWA's currently selected messages.
+  function findToolbarButton(label) {
+    var sels = [
+      '[role="toolbar"] button[aria-label="' + label + '"]',
+      '.fui-Toolbar button[aria-label="' + label + '"]',
+      '[aria-label*="Quick actions" i] button[aria-label="' + label + '"]'
+    ];
+    for (var i = 0; i < sels.length; i++) {
+      var btn = document.querySelector(sels[i]);
+      if (btn) return btn;
     }
-    processNext();
+    // Fallback: any button with that label that's NOT inside a message row
+    var all = document.querySelectorAll('button[aria-label="' + label + '"]');
+    for (var j = 0; j < all.length; j++) {
+      if (!all[j].closest('[role="option"], [role="listitem"]')) {
+        return all[j];
+      }
+    }
+    return null;
   }
 
-  function actionDelete(targets) {
-    performAction(targets, function (target) {
-      var btn = findButton(target, 'Delete');
-      if (btn) { btn.click(); return true; }
-      console.warn('[Outcut] Delete button not found');
-      return false;
-    });
+  // Ctrl+click a message row to add it to OWA's native multi-selection.
+  // Uses MouseEvent with ctrlKey + metaKey to handle both Mac and Win.
+  function ctrlClickRow(target) {
+    var rect = target.getBoundingClientRect();
+    var opts = {
+      bubbles: true, cancelable: true, view: window,
+      clientX: rect.x + 30, clientY: rect.y + rect.height / 2,
+      ctrlKey: true, metaKey: true, button: 0
+    };
+    target.dispatchEvent(new MouseEvent('mousedown', opts));
+    target.dispatchEvent(new MouseEvent('mouseup', opts));
+    target.dispatchEvent(new MouseEvent('click', opts));
   }
 
-  function actionArchive(targets) {
-    performAction(targets, function (target) {
-      var btn = findButton(target, 'Archive');
-      if (btn) { btn.click(); return true; }
-      console.warn('[Outcut] Archive button not found');
-      return false;
-    });
+  // Build OWA's native selection by Ctrl+clicking each ID, then run a single
+  // toolbar action that operates on the entire selection.
+  function performToolbarAction(ids, toolbarLabel, fallbackContextPattern) {
+    if (!ids || ids.length === 0) return;
+
+    // First: clear any current OWA selection by clicking the first target plain
+    var first = resolveTargetById(ids[0]);
+    if (!first) {
+      clearSelection();
+      return;
+    }
+    first.click();
+
+    setTimeout(function () {
+      // Now Ctrl+click the rest to add to selection
+      var i = 1;
+      function addNext() {
+        if (i >= ids.length) {
+          // All selected in OWA, now click the toolbar action button
+          setTimeout(function () {
+            var btn = findToolbarButton(toolbarLabel);
+            if (btn) {
+              btn.click();
+            } else if (fallbackContextPattern) {
+              var fresh = resolveTargetById(ids[0]);
+              if (fresh) triggerContextMenuAction(fresh, fallbackContextPattern);
+            } else {
+              console.warn('[Outcut] Toolbar button not found: ' + toolbarLabel);
+            }
+            setTimeout(clearSelection, 200);
+          }, 100);
+          return;
+        }
+        var t = resolveTargetById(ids[i]);
+        i++;
+        if (t) ctrlClickRow(t);
+        setTimeout(addNext, 60);
+      }
+      addNext();
+    }, 100);
   }
 
-  function actionMarkReadUnread(targets) {
-    performAction(targets, function (target) {
-      var btn = findButton(target, 'Read / Unread');
-      if (btn) { btn.click(); return true; }
-      triggerContextMenuAction(target, /mark as read|mark as unread|read \/ unread/i);
-      return true; // context menu handles it
-    });
+  function actionDelete(ids) {
+    performToolbarAction(ids, 'Delete', /^delete$/i);
+  }
+
+  function actionArchive(ids) {
+    performToolbarAction(ids, 'Archive', /^archive$/i);
+  }
+
+  function actionMarkReadUnread(ids) {
+    performToolbarAction(ids, 'Read / Unread', /mark as read|mark as unread|read \/ unread/i);
   }
 
   function actionMove(ids) {
+    performToolbarAction(ids, 'Move to', /move to/i);
+  }
+
+  function actionFlag(ids) {
+    // Try multiple labels
     if (!ids || ids.length === 0) return;
     var first = resolveTargetById(ids[0]);
     if (!first) return;
-    triggerHover(first);
+    first.click();
     setTimeout(function () {
-      var btn = findButton(first, 'Move to');
-      if (btn) {
-        btn.click();
-      } else {
-        triggerContextMenuAction(first, /move to/i);
+      var i = 1;
+      function addNext() {
+        if (i >= ids.length) {
+          setTimeout(function () {
+            var btn = findToolbarButton('Flag / Unflag') || findToolbarButton('Flag this message');
+            if (btn) btn.click();
+            setTimeout(clearSelection, 200);
+          }, 100);
+          return;
+        }
+        var t = resolveTargetById(ids[i]);
+        i++;
+        if (t) ctrlClickRow(t);
+        setTimeout(addNext, 60);
       }
-    }, 150);
+      addNext();
+    }, 100);
   }
 
-  function actionFlag(targets) {
-    performAction(targets, function (target) {
-      var btn = findButton(target, 'Flag this message')
-        || findButton(target, 'Flag / Unflag');
-      if (btn) { btn.click(); return true; }
-      console.warn('[Outcut] Flag button not found');
-      return false;
-    });
-  }
-
-  function actionPin(targets) {
-    performAction(targets, function (target) {
-      var btn = findButton(target, 'Pin / Unpin');
-      if (btn) { btn.click(); return true; }
-      console.warn('[Outcut] Pin button not found');
-      return false;
-    });
+  function actionPin(ids) {
+    performToolbarAction(ids, 'Pin / Unpin', /pin/i);
   }
 
   function triggerContextMenuAction(target, pattern) {