diff --git a/locales/en-US/browser/browser/preferences/zen-preferences.ftl b/locales/en-US/browser/browser/preferences/zen-preferences.ftl
index e4b18d637..b8a55d198 100644
--- a/locales/en-US/browser/browser/preferences/zen-preferences.ftl
+++ b/locales/en-US/browser/browser/preferences/zen-preferences.ftl
@@ -353,4 +353,4 @@ zen-devtools-toggle-storage-shortcut = Toggle Storage
 zen-devtools-toggle-dom-shortcut = Toggle DOM
 zen-devtools-toggle-accessibility-shortcut = Toggle Accessibility
 zen-close-all-unpinned-tabs-shortcut = Close All Unpinned Tabs
-zen-new-unsynced-window-shortcut = New Unsynced Window
+zen-new-unsynced-window-shortcut = New Separate Window
diff --git a/locales/en-US/browser/browser/zen-menubar.ftl b/locales/en-US/browser/browser/zen-menubar.ftl
index 6293e01a8..acbe09731 100644
--- a/locales/en-US/browser/browser/zen-menubar.ftl
+++ b/locales/en-US/browser/browser/zen-menubar.ftl
@@ -20,4 +20,7 @@ zen-menubar-appearance-auto =
 zen-menubar-appearance-light =
     .label = Light
 zen-menubar-appearance-dark =
-    .label = Dark
\ No newline at end of file
+    .label = Dark
+
+zen-menubar-new-unsynced-window =
+    .label = New Separate Window
\ No newline at end of file
diff --git a/src/browser/base/content/zen-keysets.inc.xhtml b/src/browser/base/content/zen-keysets.inc.xhtml
index 9844aa332..91d507cdf 100644
--- a/src/browser/base/content/zen-keysets.inc.xhtml
+++ b/src/browser/base/content/zen-keysets.inc.xhtml
@@ -4,10 +4,4 @@
 
 #include zen-commands.inc.xhtml
 
-<keyset id="zenKeyset">
-# Prefetch these keys because they are being used by the native menu bar
-# and they need to be available even before the XUL is fully loaded and
-# our KBS sysmtem is initialized.
-  <key id="zen-workspace-forward" />
-  <key id="zen-workspace-backward" />
-</keyset>
+<keyset id="zenKeyset" />
diff --git a/src/browser/themes/shared/zen-icons/icons.css b/src/browser/themes/shared/zen-icons/icons.css
index 289e9527a..1e9792f05 100644
--- a/src/browser/themes/shared/zen-icons/icons.css
+++ b/src/browser/themes/shared/zen-icons/icons.css
@@ -239,8 +239,7 @@
   list-style-image: url("privateBrowsing.svg") !important;
 }
 
-#profiler-button-button > .toolbarbutton-icon,
-.subviewbutton[label="Task Manager"] {
+#profiler-button-button > .toolbarbutton-icon {
   list-style-image: url("tool-profiler.svg") !important;
 }
 
@@ -249,7 +248,8 @@
 }
 
 #new-window-button,
-#appMenu-new-window-button2 {
+#appMenu-new-window-button2,
+#appMenu-new-zen-unsynced-window-button {
   list-style-image: url("window.svg") !important;
 }
 
diff --git a/src/zen/common/modules/ZenMenubar.mjs b/src/zen/common/modules/ZenMenubar.mjs
index b052c19a4..2f65b8d7b 100644
--- a/src/zen/common/modules/ZenMenubar.mjs
+++ b/src/zen/common/modules/ZenMenubar.mjs
@@ -9,10 +9,21 @@ const WINDOW_SCHEME_MAPPING = {
   auto: 2,
 };
 
-class nsZenMenuBar {
-  init() {
+export class nsZenMenuBar {
+  constructor() {
+    window.addEventListener(
+      "ZenKeyboardShortcutsReady",
+      () => {
+        this.#init();
+      },
+      { once: true }
+    );
+  }
+
+  #init() {
     this.#initViewMenu();
     this.#initSpacesMenu();
+    this.#initAppMenu();
   }
 
   #initViewMenu() {
@@ -89,6 +100,25 @@ class nsZenMenuBar {
       gZenWorkspaces.updateWorkspacesChangeContextMenu();
     });
   }
-}
 
-export const ZenMenubar = new nsZenMenuBar();
+  #initAppMenu() {
+    const openUnsyncedWindowItem = window.MozXULElement.parseXULToFragment(
+      `<toolbarbutton id="appMenu-new-zen-unsynced-window-button"
+                class="subviewbutton"
+                data-l10n-id="zen-menubar-new-unsynced-window"
+                key="zen-new-unsynced-window"
+                command="cmd_zenNewNavigatorUnsynced"/>`
+    ).querySelector("toolbarbutton");
+    PanelMultiView.getViewNode(document, "appMenu-new-window-button2").after(
+      openUnsyncedWindowItem
+    );
+    document.getElementById("menu_newNavigator").after(
+      window.MozXULElement.parseXULToFragment(`
+        <menuitem id="menu_new_zen_unsynced_window"
+                class="subviewbutton"
+                data-l10n-id="zen-menubar-new-unsynced-window"
+                key="zen-new-unsynced-window"
+                command="cmd_zenNewNavigatorUnsynced"/>`)
+    );
+  }
+}
diff --git a/src/zen/common/modules/ZenUIManager.mjs b/src/zen/common/modules/ZenUIManager.mjs
index e22db2c56..c9f5d8c2f 100644
--- a/src/zen/common/modules/ZenUIManager.mjs
+++ b/src/zen/common/modules/ZenUIManager.mjs
@@ -3,7 +3,7 @@
 // file, You can obtain one at http://mozilla.org/MPL/2.0/.
 
 import { nsZenMultiWindowFeature } from "chrome://browser/content/zen-components/ZenCommonUtils.mjs";
-import { ZenMenubar } from "chrome://browser/content/zen-components/ZenMenubar.mjs";
+import { nsZenMenuBar } from "chrome://browser/content/zen-components/ZenMenubar.mjs";
 
 window.gZenUIManager = {
   _popupTrackingElements: [],
@@ -17,6 +17,8 @@ window.gZenUIManager = {
   _toastTimeouts: [],
 
   init() {
+    window.gZenMenubar = new nsZenMenuBar();
+
     document.addEventListener("popupshowing", this.onPopupShowing.bind(this));
     document.addEventListener("popuphidden", this.onPopupHidden.bind(this));
 
@@ -63,7 +65,6 @@ window.gZenUIManager = {
     this._initOmnibox();
     this._initBookmarkCollapseListener();
 
-    ZenMenubar.init();
     gURLBar._setPlaceholder(null);
   },
 
diff --git a/src/zen/common/styles/zen-buttons.css b/src/zen/common/styles/zen-buttons.css
index 098f78f12..0c1f6afde 100644
--- a/src/zen/common/styles/zen-buttons.css
+++ b/src/zen/common/styles/zen-buttons.css
@@ -28,7 +28,9 @@ dialog::part(dialog-button) {
   border-color: light-dark(rgba(0, 0, 0, 0.2), rgba(255, 255, 255, 0.2)) !important;
   border-bottom-width: 2px !important;
   position: relative;
+}
 
+dialog[defaultButton="accept"]::part(dialog-button) {
   &:is([dlgtype="accept"], [dlgtype="cancel"]) {
     padding-inline-end: 3.7em;
     @media (-moz-platform: windows) {
diff --git a/src/zen/kbs/ZenKeyboardShortcuts.mjs b/src/zen/kbs/ZenKeyboardShortcuts.mjs
index 40d90baae..684e85976 100644
--- a/src/zen/kbs/ZenKeyboardShortcuts.mjs
+++ b/src/zen/kbs/ZenKeyboardShortcuts.mjs
@@ -875,6 +875,7 @@ class nsZenKeyboardShortcutsVersioner {
     return out;
   }
 
+  // eslint-disable-next-line complexity
   migrate(data, version) {
     if (version < 1) {
       // Migrate from 0 to 1
@@ -1111,7 +1112,9 @@ class nsZenKeyboardShortcutsVersioner {
           "N",
           "",
           ZEN_OTHER_SHORTCUTS_GROUP,
-          nsKeyShortcutModifiers.fromObject({ accel: true, alt: true }),
+          AppConstants.platform === "win"
+            ? nsKeyShortcutModifiers.fromObject({ alt: true })
+            : nsKeyShortcutModifiers.fromObject({ accel: true, alt: true }),
           "cmd_zenNewNavigatorUnsynced",
           "zen-new-unsynced-window-shortcut"
         )
@@ -1162,6 +1165,7 @@ window.gZenKeyboardShortcutsManager = {
       this._applyShortcuts();
 
       await this._saveShortcuts();
+      window.dispatchEvent(new Event("ZenKeyboardShortcutsReady", { bubbles: true }));
     }
   },
 
diff --git a/src/zen/zen.globals.mjs b/src/zen/zen.globals.mjs
index e1f18d43f..f082f84f1 100644
--- a/src/zen/zen.globals.mjs
+++ b/src/zen/zen.globals.mjs
@@ -18,6 +18,7 @@ export default [
   "gZenUIManager",
   "gZenVerticalTabsManager",
   "gZenStartup",
+  "gZenMenubar",
 
   "gZenWorkspaces",
   "gZenKeyboardShortcutsManager",