diff --git a/public/scripts/extensions.js b/public/scripts/extensions.js
index 330256ca0..ab7bb6582 100644
--- a/public/scripts/extensions.js
+++ b/public/scripts/extensions.js
@@ -21,6 +21,7 @@ const defaultUrl = 'http://localhost:5100';
 let saveMetadataTimeout = null;
 
 let requiresReload = false;
+let stateChanged = false;
 
 export function saveMetadataDebounced() {
     const context = getContext();
@@ -238,6 +239,7 @@ function onEnableExtensionClick() {
 
 async function enableExtension(name, reload = true) {
     extension_settings.disabledExtensions = extension_settings.disabledExtensions.filter(x => x !== name);
+    stateChanged = true;
     await saveSettings();
     if (reload) {
         location.reload();
@@ -248,6 +250,7 @@ async function enableExtension(name, reload = true) {
 
 async function disableExtension(name, reload = true) {
     extension_settings.disabledExtensions.push(name);
+    stateChanged = true;
     await saveSettings();
     if (reload) {
         location.reload();
@@ -657,7 +660,20 @@ async function showExtensionsDetails() {
             await oldPopup.complete(POPUP_RESULT.CANCELLED);
         }
 
-        const popup = new Popup(html, POPUP_TYPE.TEXT, '', { okButton: 'Close', wide: true, large: true, customButtons: [updateAllButton], allowVerticalScrolling: true });
+        const popup = new Popup(html, POPUP_TYPE.TEXT, '', {
+            okButton: 'Close',
+            wide: true,
+            large: true,
+            customButtons: [updateAllButton],
+            allowVerticalScrolling: true,
+            onClosing: async () => {
+                if (stateChanged) {
+                    toastr.info('The page will be reloaded shortly...', 'Extensions state changed');
+                    await saveSettings();
+                }
+                return true;
+            },
+        });
         popupPromise = popup.show();
     } catch (error) {
         toastr.error('Error loading extensions. See browser console for details.');
diff --git a/public/scripts/popup.js b/public/scripts/popup.js
index 12790ebff..46b20dd8e 100644
--- a/public/scripts/popup.js
+++ b/public/scripts/popup.js
@@ -40,7 +40,7 @@ export const POPUP_RESULT = {
  * @property {POPUP_RESULT|number?} [defaultResult=POPUP_RESULT.AFFIRMATIVE] - The default result of this popup when Enter is pressed. Can be changed from `POPUP_RESULT.AFFIRMATIVE`.
  * @property {CustomPopupButton[]|string[]?} [customButtons=null] - Custom buttons to add to the popup. If only strings are provided, the buttons will be added with default options, and their result will be in order from `2` onward.
  * @property {CustomPopupInput[]?} [customInputs=null] - Custom inputs to add to the popup. The display below the content and the input box, one by one.
- * @property {(popup: Popup) => boolean?} [onClosing=null] - Handler called before the popup closes, return `false` to cancel the close
+ * @property {(popup: Popup) => Promise<boolean?>|boolean?} [onClosing=null] - Handler called before the popup closes, return `false` to cancel the close
  * @property {(popup: Popup) => void?} [onClose=null] - Handler called after the popup closes, but before the DOM is cleaned up
  * @property {number?} [cropAspect=null] - Aspect ratio for the crop popup
  * @property {string?} [cropImage=null] - Image URL to display in the crop popup
@@ -138,7 +138,7 @@ export class Popup {
     /** @readonly @type {CustomPopupButton[]|string[]?} */ customButtons;
     /** @readonly @type {CustomPopupInput[]} */ customInputs;
 
-    /** @type {(popup: Popup) => boolean?} */ onClosing;
+    /** @type {(popup: Popup) => Promise<boolean?>|boolean?} */ onClosing;
     /** @type {(popup: Popup) => void?} */ onClose;
 
     /** @type {POPUP_RESULT|number} */ result;
@@ -509,7 +509,7 @@ export class Popup {
         this.result = result;
 
         if (this.onClosing) {
-            const shouldClose = this.onClosing(this);
+            const shouldClose = await this.onClosing(this);
             if (!shouldClose) {
                 this.#isClosingPrevented = true;
                 // Set values back if we cancel out of closing the popup