diff --git a/src/extension.ts b/src/extension.ts
index 0b9301e..ed095da 100644
--- a/src/extension.ts
+++ b/src/extension.ts
@@ -60,8 +60,7 @@ export async function activate(context: ExtensionContext) {
 	const enabled = workspace.getConfiguration('git', null).get<boolean>('enabled', true);
 	if (!enabled) {
 		Logger.log(`GitLens (v${gitlensVersion}) was NOT activated -- "git.enabled": false`);
-		void setContext(ContextKeys.Enabled, false);
-		void setContext(ContextKeys.Disabled, true);
+		void setEnabled(false);
 
 		void Messages.showGitDisabledErrorMessage();
 
@@ -78,7 +77,7 @@ export async function activate(context: ExtensionContext) {
 		await GitService.initialize();
 	} catch (ex) {
 		Logger.error(ex, `GitLens (v${gitlensVersion}) activate`);
-		void setContext(ContextKeys.Enabled, false);
+		void setEnabled(false);
 
 		const msg: string = ex?.message ?? '';
 		if (msg.includes('Unable to find git')) {
@@ -112,6 +111,10 @@ export function deactivate() {
 	// nothing to do
 }
 
+export async function setEnabled(enabled: boolean): Promise<void> {
+	await Promise.all([setContext(ContextKeys.Enabled, enabled), setContext(ContextKeys.Disabled, !enabled)]);
+}
+
 async function migrateSettings(context: ExtensionContext, previousVersion: string | undefined) {
 	if (previousVersion === undefined) return;
 
diff --git a/src/git/gitService.ts b/src/git/gitService.ts
index 4f3b21b..ff8149d 100644
--- a/src/git/gitService.ts
+++ b/src/git/gitService.ts
@@ -23,23 +23,7 @@ import { resetAvatarCache } from '../avatars';
 import { BranchSorting, configuration, TagSorting } from '../configuration';
 import { ContextKeys, DocumentSchemes, GlyphChars, setContext } from '../constants';
 import { Container } from '../container';
-import { LogCorrelationContext, Logger } from '../logger';
-import { Messages } from '../messages';
-import {
-	Arrays,
-	debug,
-	Functions,
-	gate,
-	Iterables,
-	log,
-	Objects,
-	Promises,
-	Strings,
-	TernarySearchTree,
-	Versions,
-} from '../system';
-import { CachedBlame, CachedDiff, CachedLog, GitDocumentState, TrackedDocument } from '../trackers/gitDocumentTracker';
-import { vslsUriPrefixRegex } from '../vsls/vsls';
+import { setEnabled } from '../extension';
 import {
 	Authentication,
 	BranchDateFormatting,
@@ -89,9 +73,26 @@ import {
 	SearchPattern,
 } from './git';
 import { GitUri } from './gitUri';
-import { RemoteProvider, RemoteProviderFactory, RemoteProviders, RemoteProviderWithApi } from './remotes/factory';
+import { LogCorrelationContext, Logger } from '../logger';
+import { Messages } from '../messages';
 import { GitReflogParser, GitShortLogParser } from './parsers/parsers';
+import { RemoteProvider, RemoteProviderFactory, RemoteProviders, RemoteProviderWithApi } from './remotes/factory';
 import { fsExists, isWindows } from './shell';
+import {
+	Arrays,
+	debug,
+	Functions,
+	gate,
+	Iterables,
+	log,
+	Objects,
+	Promises,
+	Strings,
+	TernarySearchTree,
+	Versions,
+} from '../system';
+import { CachedBlame, CachedDiff, CachedLog, GitDocumentState, TrackedDocument } from '../trackers/gitDocumentTracker';
+import { vslsUriPrefixRegex } from '../vsls/vsls';
 
 const emptyStr = '';
 const slash = '/';
@@ -437,7 +438,7 @@ export class GitService implements Disposable {
 
 	private async updateContext(repositoryTree: TernarySearchTree<Repository>) {
 		const hasRepository = repositoryTree.any();
-		await setContext(ContextKeys.Enabled, hasRepository);
+		await setEnabled(hasRepository);
 
 		let hasRemotes = false;
 		let hasConnectedRemotes = false;
diff --git a/src/vsls/guest.ts b/src/vsls/guest.ts
index be9297c..a477947 100644
--- a/src/vsls/guest.ts
+++ b/src/vsls/guest.ts
@@ -1,7 +1,7 @@
 'use strict';
 import { CancellationToken, Disposable, window, WorkspaceFolder } from 'vscode';
 import { LiveShare, SharedServiceProxy } from 'vsls';
-import { ContextKeys, setContext } from '../constants';
+import { setEnabled } from '../extension';
 import { GitCommandOptions, Repository, RepositoryChangeEvent } from '../git/git';
 import { Logger } from '../logger';
 import { debug, log } from '../system';
@@ -38,11 +38,12 @@ export class VslsGuestService implements Disposable {
 	@log()
 	private onAvailabilityChanged(available: boolean) {
 		if (available) {
-			void setContext(ContextKeys.Enabled, true);
+			void setEnabled(true);
+
 			return;
 		}
 
-		void setContext(ContextKeys.Enabled, false);
+		void setEnabled(false);
 		void window.showWarningMessage(
 			'GitLens features will be unavailable. Unable to connect to the host GitLens service. The host may have disabled GitLens guest access or may not have GitLens installed.',
 		);