diff --git a/app/brave_generated_resources.grd b/app/brave_generated_resources.grd
index 703470538a08..5582c554433f 100644
--- a/app/brave_generated_resources.grd
+++ b/app/brave_generated_resources.grd
@@ -175,6 +175,9 @@
Never
+
+ New &Private Window
+
Report a Broken Site
@@ -186,6 +189,9 @@
+
+ New &private window
+
Report a broken site
diff --git a/chromium_src/chrome/browser/ui/toolbar/app_menu_model.cc b/chromium_src/chrome/browser/ui/toolbar/app_menu_model.cc
index c594563ba6cf..6e28e419a756 100644
--- a/chromium_src/chrome/browser/ui/toolbar/app_menu_model.cc
+++ b/chromium_src/chrome/browser/ui/toolbar/app_menu_model.cc
@@ -5,10 +5,19 @@
#include "brave/browser/ui/toolbar/brave_bookmark_sub_menu_model.h"
#include "brave/browser/ui/toolbar/brave_recent_tabs_sub_menu_model.h"
+#include "brave/grit/brave_generated_resources.h"
#include "chrome/browser/ui/toolbar/bookmark_sub_menu_model.h"
+#include "chrome/grit/generated_resources.h"
+
+#define IDS_NEW_INCOGNITO_WINDOW_OLD IDS_NEW_INCOGNITO_WINDOW
+#undef IDS_NEW_INCOGNITO_WINDOW
+#define IDS_NEW_INCOGNITO_WINDOW IDS_BRAVE_NEW_INCOGNITO_WINDOW
#define RecentTabsSubMenuModel BraveRecentTabsSubMenuModel
#define BookmarkSubMenuModel BraveBookmarkSubMenuModel
#include "src/chrome/browser/ui/toolbar/app_menu_model.cc"
#undef BookmarkSubMenuModel
#undef RecentTabsSubMenuModel
+
+#undef IDS_NEW_INCOGNITO_WINDOW
+#define IDS_NEW_INCOGNITO_WINDOW IDS_NEW_INCOGNITO_WINDOW_OLD
diff --git a/chromium_src/chrome/browser/win/jumplist.cc b/chromium_src/chrome/browser/win/jumplist.cc
new file mode 100644
index 000000000000..b74790e02930
--- /dev/null
+++ b/chromium_src/chrome/browser/win/jumplist.cc
@@ -0,0 +1,14 @@
+/* Copyright (c) 2023 The Brave Authors. All rights reserved.
+ * This Source Code Form is subject to the terms of the Mozilla Public
+ * License, v. 2.0. If a copy of the MPL was not distributed with this file,
+ * You can obtain one at https://mozilla.org/MPL/2.0/. */
+
+#include "brave/grit/brave_generated_resources.h"
+#include "chrome/grit/generated_resources.h"
+
+#define IDS_NEW_INCOGNITO_WINDOW_OLD IDS_NEW_INCOGNITO_WINDOW
+#undef IDS_NEW_INCOGNITO_WINDOW
+#define IDS_NEW_INCOGNITO_WINDOW IDS_BRAVE_NEW_INCOGNITO_WINDOW
+#include "src/chrome/browser/win/jumplist.cc"
+#undef IDS_NEW_INCOGNITO_WINDOW
+#define IDS_NEW_INCOGNITO_WINDOW IDS_NEW_INCOGNITO_WINDOW_OLD