diff --git a/src/vs/base/parts/quickinput/browser/quickInputList.ts b/src/vs/base/parts/quickinput/browser/quickInputList.ts
index ac90d7fa9bfd79ddfa452679c2290095ea320591..49408bf3f04194acaed4b9c2497d067bd5cd0d18 100644
--- a/src/vs/base/parts/quickinput/browser/quickInputList.ts
+++ b/src/vs/base/parts/quickinput/browser/quickInputList.ts
@@ -106,6 +106,11 @@ class ListElementRenderer implements IListRenderer<ListElement, IListElementTemp
 
 		// Checkbox
 		const label = dom.append(data.entry, $('label.quick-input-list-label'));
+		data.toDisposeTemplate.push(dom.addStandardDisposableListener(label, dom.EventType.CLICK, e => {
+			if (!data.checkbox.offsetParent) { // If checkbox not visible:
+				e.preventDefault(); // Prevent toggle of checkbox when it is immediately shown afterwards. #91740
+			}
+		}));
 		data.checkbox = <HTMLInputElement>dom.append(label, $('input.quick-input-list-checkbox'));
 		data.checkbox.type = 'checkbox';
 		data.toDisposeTemplate.push(dom.addStandardDisposableListener(data.checkbox, dom.EventType.CHANGE, e => {
diff --git a/src/vs/workbench/contrib/userDataSync/browser/userDataSync.ts b/src/vs/workbench/contrib/userDataSync/browser/userDataSync.ts
index 9210d477f447628ac91f2981478067d88b297020..135858f74f4984a80f27cb391d08e37b05723b34 100644
--- a/src/vs/workbench/contrib/userDataSync/browser/userDataSync.ts
+++ b/src/vs/workbench/contrib/userDataSync/browser/userDataSync.ts
@@ -52,7 +52,6 @@ import { fromNow } from 'vs/base/common/date';
 import { IProductService } from 'vs/platform/product/common/productService';
 import { IStorageService, StorageScope } from 'vs/platform/storage/common/storage';
 import { IOpenerService } from 'vs/platform/opener/common/opener';
-import { timeout } from 'vs/base/common/async';
 import { distinct } from 'vs/base/common/arrays';
 
 const enum AuthStatus {
@@ -1074,8 +1073,7 @@ export class UserDataSyncWorkbenchContribution extends Disposable implements IWo
 					quickPick.items = items;
 					disposables.add(quickPick.onDidAccept(() => {
 						if (quickPick.selectedItems[0] && quickPick.selectedItems[0].id) {
-							// Introduce timeout as workaround - #91661 #91740
-							timeout(0).then(() => commandService.executeCommand(quickPick.selectedItems[0].id!));
+							commandService.executeCommand(quickPick.selectedItems[0].id);
 						}
 						quickPick.hide();
 					}));