diff --git a/src/vs/workbench/browser/web.api.ts b/src/vs/workbench/browser/web.api.ts
index 9dbb9b2641d33..75b65fc7c301a 100644
--- a/src/vs/workbench/browser/web.api.ts
+++ b/src/vs/workbench/browser/web.api.ts
@@ -637,11 +637,6 @@ export interface IWelcomeDialog {
 	 */
 	message: string;
 
-	/**
-	 * Context key expression to control the visibility of the welcome dialog.
-	 */
-	when: string;
-
 	/**
 	 * Media to include in the welcome dialog.
 	 */
diff --git a/src/vs/workbench/contrib/welcomeDialog/browser/welcomeDialog.contribution.ts b/src/vs/workbench/contrib/welcomeDialog/browser/welcomeDialog.contribution.ts
index 1a00c018da5dd..eadcf7cdce83f 100644
--- a/src/vs/workbench/contrib/welcomeDialog/browser/welcomeDialog.contribution.ts
+++ b/src/vs/workbench/contrib/welcomeDialog/browser/welcomeDialog.contribution.ts
@@ -10,7 +10,7 @@ import { IStorageService, StorageScope } from 'vs/platform/storage/common/storag
 import { IBrowserWorkbenchEnvironmentService } from 'vs/workbench/services/environment/browser/environmentService';
 import { IConfigurationService } from 'vs/platform/configuration/common/configuration';
 import { Disposable } from 'vs/base/common/lifecycle';
-import { ContextKeyExpr, IContextKeyService } from 'vs/platform/contextkey/common/contextkey';
+import { IContextKeyService } from 'vs/platform/contextkey/common/contextkey';
 import { ICodeEditorService } from 'vs/editor/browser/services/codeEditorService';
 import { IInstantiationService } from 'vs/platform/instantiation/common/instantiation';
 import { ICommandService } from 'vs/platform/commands/common/commands';
@@ -28,12 +28,12 @@ import { IConfigurationRegistry, Extensions as ConfigurationExtensions, Configur
 import { localize } from 'vs/nls';
 import { applicationConfigurationNodeBase } from 'vs/workbench/common/configuration';
 import { RunOnceScheduler } from 'vs/base/common/async';
+import { IEditorService } from 'vs/workbench/services/editor/common/editorService';
 
 const configurationKey = 'workbench.welcome.experimental.dialog';
 
 class WelcomeDialogContribution extends Disposable implements IWorkbenchContribution {
 
-	private contextKeysToWatch = new Set<string>();
 	private isRendered = false;
 
 	constructor(
@@ -50,7 +50,8 @@ class WelcomeDialogContribution extends Disposable implements IWorkbenchContribu
 		@IFileService readonly fileService: IFileService,
 		@INotificationService readonly notificationService: INotificationService,
 		@IExtensionService readonly extensionService: IExtensionService,
-		@ILanguageService readonly languageService: LanguageService
+		@ILanguageService readonly languageService: LanguageService,
+		@IEditorService readonly editorService: IEditorService
 	) {
 		super();
 
@@ -68,37 +69,31 @@ class WelcomeDialogContribution extends Disposable implements IWorkbenchContribu
 			return;
 		}
 
-		this.contextKeysToWatch.add(welcomeDialog.when);
-
-		this._register(this.contextService.onDidChangeContext(e => {
-			if (e.affectsSome(this.contextKeysToWatch) && !this.isRendered) {
-
-				if (!Array.from(this.contextKeysToWatch).every(value => this.contextService.contextMatchesRules(ContextKeyExpr.deserialize(value)))) {
-					return;
-				}
-
-				const codeEditor = this.codeEditorService.getActiveCodeEditor();
+		this._register(editorService.onDidActiveEditorChange(() => {
+			if (!this.isRendered) {
 
+				const codeEditor = codeEditorService.getActiveCodeEditor();
 				if (codeEditor?.hasModel()) {
 					const scheduler = new RunOnceScheduler(() => {
-						this.isRendered = true;
-						const detailsRenderer = new GettingStartedDetailsRenderer(fileService, notificationService, extensionService, languageService);
-
-						const welcomeWidget = new WelcomeWidget(
-							codeEditor,
-							instantiationService,
-							commandService,
-							telemetryService,
-							openerService,
-							webviewService,
-							detailsRenderer);
-
-						welcomeWidget.render(welcomeDialog.title,
-							welcomeDialog.message,
-							welcomeDialog.buttonText,
-							welcomeDialog.buttonCommand,
-							welcomeDialog.media);
-
+						if (codeEditor === codeEditorService.getActiveCodeEditor()) {
+							this.isRendered = true;
+							const detailsRenderer = new GettingStartedDetailsRenderer(fileService, notificationService, extensionService, languageService);
+
+							const welcomeWidget = new WelcomeWidget(
+								codeEditor,
+								instantiationService,
+								commandService,
+								telemetryService,
+								openerService,
+								webviewService,
+								detailsRenderer);
+
+							welcomeWidget.render(welcomeDialog.title,
+								welcomeDialog.message,
+								welcomeDialog.buttonText,
+								welcomeDialog.buttonCommand,
+								welcomeDialog.media);
+						}
 					}, 3000);
 
 					this._register(codeEditor.onDidChangeModelContent((e) => {
@@ -106,8 +101,6 @@ class WelcomeDialogContribution extends Disposable implements IWorkbenchContribu
 							scheduler.schedule();
 						}
 					}));
-
-					this.contextKeysToWatch.delete(welcomeDialog.when);
 				}
 			}
 		}));