diff --git a/src/gui/src/UI/UIEnablePushDialog.js b/src/gui/src/UI/UIEnablePushDialog.js
index 92fa37d3a..0a68bd89b 100644
--- a/src/gui/src/UI/UIEnablePushDialog.js
+++ b/src/gui/src/UI/UIEnablePushDialog.js
@@ -20,15 +20,14 @@
 import {
     browserPushState,
     enableBrowserPush,
-    PUSH_ENABLE_TIMEOUT_MS,
     pushClientWithin,
+    withEnableDeadline,
 } from '../helpers/pushClient.js';
 import {
     guard_input,
     identity_html,
     INPUT_PROTECTION_MS,
     resolve_requesting_entity,
-    with_timeout,
 } from './UIPermissionDialog.js';
 
 /** @typedef {import('../helpers/pushClient.js').BrowserPushState} BrowserPushState */
@@ -60,38 +59,45 @@ async function UIEnablePushDialog (options = {}) {
         const $not_now = $(el_dialog).find('.perm-dialog-deny');
         const $error = $(el_dialog).find('.perm-dialog-error');
 
-        let enabling = false;
+        // The one enable() in flight; cleared only when it failed, so a retry never overlaps it.
+        let pending = null;
+        // True from Turn on until the registration settles or outlasts its deadline.
+        let waiting = false;
         const sync_buttons = () => {
-            const enabled = !! input_guard?.ready && ! enabling;
-            $turn_on.prop('disabled', ! enabled);
-            $not_now.prop('disabled', ! enabled);
+            const ready = !! input_guard?.ready && ! waiting;
+            $turn_on.prop('disabled', ! ready || !! pending);
+            $not_now.prop('disabled', ! ready);
         };
         sync_buttons();
 
         $turn_on.on('click', async () => {
-            if ( enabling ) return;
-            enabling = true;
+            if ( pending ) return;
+            pending = enableBrowserPush(client);
+            pending.then((ok) => {
+                if ( ok ) settle('on');
+            });
+            waiting = true;
             $turn_on.addClass('perm-dialog-busy');
             sync_buttons();
             $error.hide();
 
-            const enabled = await with_timeout(enableBrowserPush(client), PUSH_ENABLE_TIMEOUT_MS, false);
-            if ( enabled ) {
-                settle('on');
-                return;
+            const outcome = await withEnableDeadline(pending, { fallback: null });
+            if ( outcome === true ) return;
+            if ( outcome === false ) {
+                pending = null;
+                const now = await browserPushState(client);
+                if ( now !== 'off' ) {
+                    settle(now);
+                    return;
+                }
             }
-            const now = await browserPushState(client);
-            if ( now !== 'off' ) {
-                settle(now);
-                return;
-            }
-            enabling = false;
+            waiting = false;
             if ( ! el_dialog.open ) {
                 settle('off');
                 return;
             }
             $error.text(i18n('push_enable_failed', [], false)).show();
-            $turn_on.removeClass('perm-dialog-busy');
+            if ( ! pending ) $turn_on.removeClass('perm-dialog-busy');
             sync_buttons();
         });
 
@@ -99,11 +105,11 @@ async function UIEnablePushDialog (options = {}) {
 
         el_dialog.addEventListener('cancel', (e) => {
             e.preventDefault();
-            if ( enabling ) return;
+            if ( waiting ) return;
             settle('off');
         });
         el_dialog.addEventListener('close', () => {
-            if ( enabling ) return;
+            if ( waiting ) return;
             settle('off');
         });
 
@@ -121,7 +127,7 @@ async function UIEnablePushDialog (options = {}) {
             ms: INPUT_PROTECTION_MS,
             on_change: (ready) => {
                 sync_buttons();
-                if ( ready && ! enabling ) $not_now.get(0)?.focus();
+                if ( ready && ! waiting ) $not_now.get(0)?.focus();
             },
         });
     });
diff --git a/src/gui/src/UI/UIEnablePushDialog.test.js b/src/gui/src/UI/UIEnablePushDialog.test.js
index 28dc742a6..2fa09ab6e 100644
--- a/src/gui/src/UI/UIEnablePushDialog.test.js
+++ b/src/gui/src/UI/UIEnablePushDialog.test.js
@@ -17,7 +17,7 @@
  * You should have received a copy of the GNU Affero General Public License
  * along with this program.  If not, see <https://www.gnu.org/licenses/>.
  */
-import { beforeEach, describe, expect, it, vi } from 'vitest';
+import { afterEach, beforeEach, describe, expect, it, vi } from 'vitest';
 import jQuery from '../lib/jquery-3.6.1/jquery-3.6.1.min.js';
 
 globalThis.$ = jQuery;
@@ -138,6 +138,67 @@ describe('the enable-push dialog', () => {
         debug.mockRestore();
     });
 
+    describe('with the clock under control', () => {
+        beforeEach(() => vi.useFakeTimers());
+        afterEach(() => {
+            vi.useRealTimers();
+            delete globalThis.Notification;
+        });
+
+        const shownFake = async () => {
+            await vi.waitFor(() => expect(document.querySelector('.enable-push-dialog')).not.toBeNull());
+            await vi.advanceTimersByTimeAsync(INPUT_PROTECTION_MS + 50);
+        };
+
+        it('waits as long as the browser prompt is open, then settles on when it registers', async () => {
+            globalThis.Notification = { permission: 'default' };
+            const client = fakeClient({ permission: 'default', registered: false });
+            let finish;
+            client.enable.mockImplementation(() => new Promise((resolve) => {
+                finish = resolve;
+            }));
+            registerPushClient(client);
+
+            const result = UIEnablePushDialog({ origin: 'https://chat.example' });
+            await shownFake();
+            $('.perm-dialog-allow').trigger('click');
+            await vi.advanceTimersByTimeAsync(60_000);
+            expect($('.perm-dialog-error').text()).toBe('');
+            expect($('.perm-dialog-not-now, .perm-dialog-deny').prop('disabled')).toBe(true);
+            expect(document.querySelector('dialog')).not.toBeNull();
+
+            globalThis.Notification.permission = 'granted';
+            finish({ deviceUid: 'dev-new' });
+            await vi.advanceTimersByTimeAsync(10);
+            await expect(result).resolves.toBe('on');
+            expect(client.enable).toHaveBeenCalledTimes(1);
+        });
+
+        it('keeps the one registration after its deadline and settles on when it resolves', async () => {
+            globalThis.Notification = { permission: 'granted' };
+            const client = fakeClient({ permission: 'granted', registered: false });
+            let finish;
+            client.enable.mockImplementation(() => new Promise((resolve) => {
+                finish = resolve;
+            }));
+            registerPushClient(client);
+
+            const result = UIEnablePushDialog({ origin: 'https://chat.example' });
+            await shownFake();
+            $('.perm-dialog-allow').trigger('click');
+            await vi.advanceTimersByTimeAsync(16_000);
+            expect($('.perm-dialog-error').text()).toBe('push_enable_failed');
+            expect($('.perm-dialog-allow').prop('disabled')).toBe(true);
+            expect($('.perm-dialog-deny').prop('disabled')).toBe(false);
+            $('.perm-dialog-allow').trigger('click');
+            expect(client.enable).toHaveBeenCalledTimes(1);
+
+            finish({ deviceUid: 'dev-new' });
+            await vi.advanceTimersByTimeAsync(10);
+            await expect(result).resolves.toBe('on');
+        });
+    });
+
     it('offers a retry when registering failed and push is still off', async () => {
         const client = fakeClient({ permission: 'default', registered: false });
         client.enable.mockRejectedValueOnce(new Error('no_worker'));
diff --git a/src/gui/src/UI/UIPermissionDialog.allow.test.js b/src/gui/src/UI/UIPermissionDialog.allow.test.js
index 52881d9db..c58c78d33 100644
--- a/src/gui/src/UI/UIPermissionDialog.allow.test.js
+++ b/src/gui/src/UI/UIPermissionDialog.allow.test.js
@@ -123,6 +123,26 @@ describe('Allow on a request for notifications:push', () => {
         errors.mockRestore();
     });
 
+    it('turns push back off, and restores the opt-out, when the grant fails and the user then denies', async () => {
+        const client = fakeClient({ permission: 'default', registered: false });
+        registerPushClient(client);
+        localStorage.setItem('puter.push.browser-off:u-1', '1');
+        fetch.mockResolvedValue({ ok: false, status: 500 });
+        const errors = vi.spyOn(console, 'error').mockImplementation(() => {});
+
+        const decision = UIPermissionDialog({ permissions: ['notifications:push'], app_uid: `app-${apps}` });
+        await shown();
+        allow();
+        await vi.waitFor(() => expect($('.perm-dialog-error').text()).toBe('perm_dialog_error'));
+        expect(localStorage.getItem('puter.push.browser-off:u-1')).toBeNull();
+        $('.perm-dialog-deny').trigger('click');
+
+        await expect(decision).resolves.toBe(false);
+        await vi.waitFor(() => expect(client.disable).toHaveBeenCalledTimes(1));
+        await vi.waitFor(() => expect(localStorage.getItem('puter.push.browser-off:u-1')).toBe('1'));
+        errors.mockRestore();
+    });
+
     it.each([
         ['on', { permission: 'granted', registered: true, deviceUid: 'dev-1' }],
         ['blocked', { permission: 'denied', registered: false }],
diff --git a/src/gui/src/UI/UIPermissionDialog.js b/src/gui/src/UI/UIPermissionDialog.js
index 210b07d86..d6943ad29 100644
--- a/src/gui/src/UI/UIPermissionDialog.js
+++ b/src/gui/src/UI/UIPermissionDialog.js
@@ -20,11 +20,13 @@
 import { fsCreateKindFor } from '../helpers/fsCreateKind.js';
 import { get_app_by_uid } from '../helpers/getAppByUid.js';
 import {
+    browserPushOptedOut,
     browserPushState,
     enableBrowserPush,
     getPushClient,
     PUSH_PERMISSION,
     pushClientWithin,
+    setBrowserPushOptOut,
 } from '../helpers/pushClient.js';
 
 // Keeps a second request for the same (entity, permission) from stacking a
@@ -198,6 +200,8 @@ async function show_permission_dialog (options) {
         document.body.appendChild(el_dialog);
         // The registration Allow began, kept so a second Allow doesn't start another.
         let push_enable = null;
+        const user_uid = window.user?.uuid;
+        const opted_out_before = browserPushOptedOut(user_uid);
 
         // Set once a grant request has been sent without the server definitively
         // refusing it. A client-side timeout or a dropped response says nothing
@@ -217,6 +221,9 @@ async function show_permission_dialog (options) {
                 // account is reconciled in the background.
                 undo_uncertain_grant(options);
             }
+            if ( ! granted && push_enable ) {
+                undo_browser_push(push_enable, user_uid, opted_out_before);
+            }
             // `close()` fires the 'close' event; the handler below resolves
             // false, so resolve first.
             resolve(granted);
@@ -449,6 +456,17 @@ export function guard_input ({ win, doc, ms, on_change }) {
     };
 }
 
+/** Turns push back off in this browser when Allow began a registration and the dialog still ended in a denial. @param {Promise<boolean>} push_enable @param {string|undefined} user_uid @param {boolean} opted_out_before */
+function undo_browser_push (push_enable, user_uid, opted_out_before) {
+    push_enable.then((ok) => {
+        if ( ! ok ) return;
+        getPushClient()?.disable().then(
+            () => setBrowserPushOptOut(user_uid, opted_out_before),
+            (e) => console.debug('[push] disable failed', e),
+        );
+    });
+}
+
 /**
  * Withdraws a grant whose POST may have committed even though the dialog never
  * saw a success response, so a "Don't Allow" can't leave a live permission the
diff --git a/src/gui/src/helpers/pushClient.js b/src/gui/src/helpers/pushClient.js
index a0e56d23c..adaa098e0 100644
--- a/src/gui/src/helpers/pushClient.js
+++ b/src/gui/src/helpers/pushClient.js
@@ -34,9 +34,12 @@ export const PUSH_PERMISSION = 'notifications:push';
 /** How long a dialog waits for the client an extension registers after its own checks. */
 export const PUSH_CLIENT_WAIT_MS = 3000;
 
-/** How long a registration begun from a click may take before the caller moves on. */
+/** How long a registration begun from a click may take, once the browser's prompt is answered, before the caller moves on. */
 export const PUSH_ENABLE_TIMEOUT_MS = 15000;
 
+/** How often the deadline below looks at whether the browser's prompt is still open. */
+export const PROMPT_POLL_MS = 250;
+
 /** @type {PushClient|null} */
 let pushClient = null;
 
@@ -129,4 +132,22 @@ export const enableBrowserPush = (client, userUid = globalThis.user?.uuid) => {
     });
 };
 
+/** `promise`, or `fallback` once `ms` have passed with the browser's notification prompt closed; time with the prompt open does not count. @param {Promise<T>} promise @param {{ ms?: number, fallback?: F, NotificationApi?: { permission: string }, poll?: number }} [opts] @returns {Promise<T|F>} @template T, F */
+export const withEnableDeadline = (promise, {
+    ms = PUSH_ENABLE_TIMEOUT_MS,
+    fallback = /** @type {F} */ (false),
+    NotificationApi = globalThis.Notification,
+    poll = PROMPT_POLL_MS,
+} = {}) => {
+    let timer;
+    const deadline = new Promise((resolve) => {
+        const tick = () => {
+            const open = NotificationApi?.permission === 'default';
+            timer = setTimeout(open ? tick : () => resolve(fallback), open ? poll : ms);
+        };
+        tick();
+    });
+    return Promise.race([promise, deadline]).finally(() => clearTimeout(timer));
+};
+
 globalThis.def?.(registerPushClient, 'push.registerPushClient');
diff --git a/src/gui/src/helpers/pushClient.test.js b/src/gui/src/helpers/pushClient.test.js
index f15770e10..b0d9ba054 100644
--- a/src/gui/src/helpers/pushClient.test.js
+++ b/src/gui/src/helpers/pushClient.test.js
@@ -150,6 +150,33 @@ describe('the opt-out record', () => {
     });
 });
 
+describe('withEnableDeadline', () => {
+    const never = new Promise(() => {});
+    const granted = { permission: 'granted' };
+
+    it('answers the promise when it settles in time', async () => {
+        await expect(mod.withEnableDeadline(Promise.resolve(true), { ms: 50, NotificationApi: granted })).resolves.toBe(true);
+    });
+
+    it('gives the fallback once the time is up with the prompt closed', async () => {
+        await expect(mod.withEnableDeadline(never, { ms: 20, fallback: null, NotificationApi: granted })).resolves.toBeNull();
+        await expect(mod.withEnableDeadline(never, { ms: 20, NotificationApi: undefined })).resolves.toBe(false);
+    });
+
+    it('counts no time while the browser prompt is open', async () => {
+        const NotificationApi = { permission: 'default' };
+        let done = false;
+        const waited = mod.withEnableDeadline(never, { ms: 20, poll: 5, NotificationApi }).then(() => {
+            done = true;
+        });
+        await new Promise((resolve) => setTimeout(resolve, 80));
+        expect(done).toBe(false);
+        NotificationApi.permission = 'denied';
+        await waited;
+        expect(done).toBe(true);
+    });
+});
+
 describe('enableBrowserPush', () => {
     beforeEach(() => localStorage.clear());
 
diff --git a/src/gui/src/initgui.gates.test.js b/src/gui/src/initgui.gates.test.js
index 1b851b42e..ff4687a5b 100644
--- a/src/gui/src/initgui.gates.test.js
+++ b/src/gui/src/initgui.gates.test.js
@@ -93,12 +93,13 @@ describe('the permission popup and browser push', () => {
     it('takes the registration Allow began and waits for it after answering', () => {
         expect(requestPermission).toContain('on_push_enable: (enabling) => {');
         const answered = requestPermission.indexOf("msg: 'permissionGranted'");
-        const waited = requestPermission.indexOf('push_enable,');
+        // The deadline leaves the browser's own prompt its time.
+        const waited = requestPermission.indexOf('await withEnableDeadline(push_enable)');
         const closed = requestPermission.indexOf('window.close()');
         expect(answered).toBeGreaterThan(-1);
         expect(waited).toBeGreaterThan(answered);
         expect(closed).toBeGreaterThan(waited);
-        expect(requestPermission).toContain('PUSH_ENABLE_TIMEOUT_MS');
+        expect(requestPermission).not.toContain('setTimeout');
     });
 
     it('answers the enable-push opener after the dialog, then closes', () => {
diff --git a/src/gui/src/initgui.js b/src/gui/src/initgui.js
index 8085abd8d..bcc574d43 100644
--- a/src/gui/src/initgui.js
+++ b/src/gui/src/initgui.js
@@ -59,7 +59,7 @@ import {
 } from './util/authmeGrant.js';
 import init_device_signals from './helpers/deviceSignals.js';
 import { holdsPermissions } from './helpers/holdsPermissions.js';
-import { PUSH_ENABLE_TIMEOUT_MS, PUSH_PERMISSION } from './helpers/pushClient.js';
+import { PUSH_PERMISSION, withEnableDeadline } from './helpers/pushClient.js';
 import { startPushWorker } from './helpers/pushWorker.js';
 import item_icon from './helpers/itemIcon.js';
 import { installAppIconFallback } from './helpers/appIcon.js';
@@ -864,12 +864,8 @@ const postAuthActions = async (action) => {
 
         // The popup exists only to host this dialog; close it once answered.
         if ( window.embedded_in_popup ) {
-            if ( push_enable ) {
-                await Promise.race([
-                    push_enable,
-                    new Promise((resolve) => setTimeout(resolve, PUSH_ENABLE_TIMEOUT_MS)),
-                ]);
-            }
+            // Closing would take the browser's own prompt down with it, so its time doesn't count.
+            if ( push_enable ) await withEnableDeadline(push_enable);
             window.close();
             window.open('', '_self').close();
         }