diff --git a/Gemfile.lock b/Gemfile.lock
index c578fae74..d2fe3cd95 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -213,7 +213,7 @@ DEPENDENCIES
   dotenv-rails
   haml
   lograge (~> 0.11.2)
-  newrelic_rpm
+  newrelic_rpm (~> 7.0)
   non-stupid-digest-assets
   puma
   rack-cors
diff --git a/app/assets/javascripts/components/NotesContextMenu.tsx b/app/assets/javascripts/components/NotesContextMenu.tsx
index 3afd7df89..292e7265b 100644
--- a/app/assets/javascripts/components/NotesContextMenu.tsx
+++ b/app/assets/javascripts/components/NotesContextMenu.tsx
@@ -3,12 +3,14 @@ import { toDirective, useCloseOnBlur, useCloseOnClickOutside } from './utils';
 import { observer } from 'mobx-react-lite';
 import { NotesOptions } from './NotesOptions';
 import { useCallback, useEffect, useRef } from 'preact/hooks';
+import { WebApplication } from '@/ui_models/application';
 
 type Props = {
+  application: WebApplication;
   appState: AppState;
 };
 
-const NotesContextMenu = observer(({ appState }: Props) => {
+const NotesContextMenu = observer(({ application, appState }: Props) => {
   const {
     contextMenuOpen,
     contextMenuPosition,
@@ -46,7 +48,11 @@ const NotesContextMenu = observer(({ appState }: Props) => {
         maxHeight: contextMenuMaxHeight,
       }}
     >
-      <NotesOptions appState={appState} closeOnBlur={closeOnBlur} />
+      <NotesOptions
+        application={application}
+        appState={appState}
+        closeOnBlur={closeOnBlur}
+      />
     </div>
   ) : null;
 });
diff --git a/app/assets/javascripts/components/NotesOptions.tsx b/app/assets/javascripts/components/NotesOptions.tsx
index 3f6d07052..3346ff1e4 100644
--- a/app/assets/javascripts/components/NotesOptions.tsx
+++ b/app/assets/javascripts/components/NotesOptions.tsx
@@ -9,15 +9,33 @@ import {
   DisclosurePanel,
 } from '@reach/disclosure';
 import { SNNote } from '@standardnotes/snjs/dist/@types';
+import { WebApplication } from '@/ui_models/application';
+import { KeyboardModifier } from '@/services/ioService';
 
 type Props = {
+  application: WebApplication;
   appState: AppState;
   closeOnBlur: (event: { relatedTarget: EventTarget | null }) => void;
   onSubmenuChange?: (submenuOpen: boolean) => void;
 };
 
+type DeletePermanentlyButtonProps = {
+  closeOnBlur: Props["closeOnBlur"];
+  onClick: () => void;
+}
+
+const DeletePermanentlyButton = ({
+  closeOnBlur,
+  onClick,
+}: DeletePermanentlyButtonProps) => (
+  <button onBlur={closeOnBlur} className="sn-dropdown-item" onClick={onClick}>
+    <Icon type="close" className="color-danger mr-2" />
+    <span className="color-danger">Delete permanently</span>
+  </button>
+);
+
 export const NotesOptions = observer(
-  ({ appState, closeOnBlur, onSubmenuChange }: Props) => {
+  ({ application, appState, closeOnBlur, onSubmenuChange }: Props) => {
     const [tagsMenuOpen, setTagsMenuOpen] = useState(false);
     const [tagsMenuPosition, setTagsMenuPosition] = useState<{
       top: number;
@@ -29,6 +47,7 @@ export const NotesOptions = observer(
     });
     const [tagsMenuMaxHeight, setTagsMenuMaxHeight] =
       useState<number | 'auto'>('auto');
+    const [altKeyDown, setAltKeyDown] = useState(false);
 
     const toggleOn = (condition: (note: SNNote) => boolean) => {
       const notesMatchingAttribute = notes.filter(condition);
@@ -59,6 +78,22 @@ export const NotesOptions = observer(
       }
     }, [tagsMenuOpen, onSubmenuChange]);
 
+    useEffect(() => {
+      const removeAltKeyObserver = application.io.addKeyObserver({
+        modifiers: [KeyboardModifier.Alt],
+        onKeyDown: () => {
+          setAltKeyDown(true);
+        },
+        onKeyUp: () => {
+          setAltKeyDown(false);
+        }
+      });
+
+      return () => {
+        removeAltKeyObserver();
+      };
+    }, [application]);
+
     const openTagsMenu = () => {
       const defaultFontSize = window.getComputedStyle(
         document.documentElement
@@ -235,18 +270,26 @@ export const NotesOptions = observer(
             Unarchive
           </button>
         )}
-        {notTrashed && (
-          <button
-            onBlur={closeOnBlur}
-            className="sn-dropdown-item"
-            onClick={async () => {
-              await appState.notes.setTrashSelectedNotes(true);
-            }}
-          >
-            <Icon type="trash" className={iconClass} />
-            Move to Trash
-          </button>
-        )}
+        {notTrashed &&
+          (altKeyDown ? (
+            <DeletePermanentlyButton
+              closeOnBlur={closeOnBlur}
+              onClick={async () => {
+                await appState.notes.deleteNotesPermanently();
+              }}
+            />
+          ) : (
+            <button
+              onBlur={closeOnBlur}
+              className="sn-dropdown-item"
+              onClick={async () => {
+                await appState.notes.setTrashSelectedNotes(true);
+              }}
+            >
+              <Icon type="trash" className={iconClass} />
+              Move to Trash
+            </button>
+          ))}
         {trashed && (
           <>
             <button
@@ -259,16 +302,12 @@ export const NotesOptions = observer(
               <Icon type="restore" className={iconClass} />
               Restore
             </button>
-            <button
-              onBlur={closeOnBlur}
-              className="sn-dropdown-item"
+            <DeletePermanentlyButton
+              closeOnBlur={closeOnBlur}
               onClick={async () => {
                 await appState.notes.deleteNotesPermanently();
               }}
-            >
-              <Icon type="close" className="color-danger mr-2" />
-              <span className="color-danger">Delete permanently</span>
-            </button>
+            />
             <button
               onBlur={closeOnBlur}
               className="sn-dropdown-item"
diff --git a/app/assets/javascripts/components/NotesOptionsPanel.tsx b/app/assets/javascripts/components/NotesOptionsPanel.tsx
index b1c93c26f..145330390 100644
--- a/app/assets/javascripts/components/NotesOptionsPanel.tsx
+++ b/app/assets/javascripts/components/NotesOptionsPanel.tsx
@@ -10,12 +10,14 @@ import {
 import { useRef, useState } from 'preact/hooks';
 import { observer } from 'mobx-react-lite';
 import { NotesOptions } from './NotesOptions';
+import { WebApplication } from '@/ui_models/application';
 
 type Props = {
+  application: WebApplication;
   appState: AppState;
 };
 
-export const NotesOptionsPanel = observer(({ appState }: Props) => {
+export const NotesOptionsPanel = observer(({ application, appState }: Props) => {
   const [open, setOpen] = useState(false);
   const [position, setPosition] = useState({
     top: 0,
@@ -76,6 +78,7 @@ export const NotesOptionsPanel = observer(({ appState }: Props) => {
       >
         {open && (
           <NotesOptions
+            application={application}
             appState={appState}
             closeOnBlur={closeOnBlur}
             onSubmenuChange={onSubmenuChange}
diff --git a/app/assets/javascripts/views/application/application-view.pug b/app/assets/javascripts/views/application/application-view.pug
index 0f473bbea..cff5275ee 100644
--- a/app/assets/javascripts/views/application/application-view.pug
+++ b/app/assets/javascripts/views/application/application-view.pug
@@ -37,6 +37,7 @@
     on-dismiss="self.removeChallenge(challenge)"
   )
   notes-context-menu(
+    application='self.application'
     app-state='self.appState'
   )
   
diff --git a/app/assets/javascripts/views/editor/editor-view.pug b/app/assets/javascripts/views/editor/editor-view.pug
index c9df7eb77..c8ea9791b 100644
--- a/app/assets/javascripts/views/editor/editor-view.pug
+++ b/app/assets/javascripts/views/editor/editor-view.pug
@@ -49,6 +49,7 @@
               ) {{self.state.noteStatus.message}}
             .desc(ng-show='self.state.noteStatus.desc') {{self.state.noteStatus.desc}}
           notes-options-panel(
+            application='self.application',
             app-state='self.appState',
             ng-if='self.appState.notes.selectedNotesCount > 0'
           )
diff --git a/app/assets/javascripts/views/editor/editor_view.ts b/app/assets/javascripts/views/editor/editor_view.ts
index 2e2936fac..b8348c603 100644
--- a/app/assets/javascripts/views/editor/editor_view.ts
+++ b/app/assets/javascripts/views/editor/editor_view.ts
@@ -64,7 +64,6 @@ type EditorState = {
   showOptionsMenu: boolean;
   showEditorMenu: boolean;
   showHistoryMenu: boolean;
-  altKeyDown: boolean;
   spellcheck: boolean;
   /**
    * Setting to false then true will allow the current editor component-view to be destroyed
@@ -217,7 +216,6 @@ class EditorViewCtrl extends PureViewCtrl<unknown, EditorState> {
       showOptionsMenu: false,
       showEditorMenu: false,
       showHistoryMenu: false,
-      altKeyDown: false,
       noteStatus: undefined,
       editorUnloading: false,
       textareaUnloading: false,
@@ -277,7 +275,6 @@ class EditorViewCtrl extends PureViewCtrl<unknown, EditorState> {
       showOptionsMenu: false,
       showEditorMenu: false,
       showHistoryMenu: false,
-      altKeyDown: false,
       noteStatus: undefined,
     });
     this.editorValues.title = note.title;
@@ -843,22 +840,6 @@ class EditorViewCtrl extends PureViewCtrl<unknown, EditorState> {
   }
 
   registerKeyboardShortcuts() {
-    this.removeAltKeyObserver = this.application
-      .io
-      .addKeyObserver({
-        modifiers: [KeyboardModifier.Alt],
-        onKeyDown: () => {
-          this.setState({
-            altKeyDown: true,
-          });
-        },
-        onKeyUp: () => {
-          this.setState({
-            altKeyDown: false,
-          });
-        },
-      });
-
     this.removeTrashKeyObserver = this.application
       .io
       .addKeyObserver({