diff --git a/extensions/microsoft-authentication/src/common/loggerOptions.ts b/extensions/microsoft-authentication/src/common/loggerOptions.ts
index d572f655f92..af5c1644a27 100644
--- a/extensions/microsoft-authentication/src/common/loggerOptions.ts
+++ b/extensions/microsoft-authentication/src/common/loggerOptions.ts
@@ -5,11 +5,15 @@
 
 import { LogLevel as MsalLogLevel } from '@azure/msal-node';
 import { env, LogLevel, LogOutputChannel } from 'vscode';
+import { MicrosoftAuthenticationTelemetryReporter } from './telemetryReporter';
 
 export class MsalLoggerOptions {
 	piiLoggingEnabled = false;
 
-	constructor(private readonly _output: LogOutputChannel) { }
+	constructor(
+		private readonly _output: LogOutputChannel,
+		private readonly _telemtryReporter: MicrosoftAuthenticationTelemetryReporter
+	) { }
 
 	get logLevel(): MsalLogLevel {
 		return this._toMsalLogLevel(env.logLevel);
@@ -27,6 +31,7 @@ export class MsalLoggerOptions {
 		switch (level) {
 			case MsalLogLevel.Error:
 				this._output.error(message);
+				this._telemtryReporter.sendTelemetryErrorEvent(message);
 				return;
 			case MsalLogLevel.Warning:
 				this._output.warn(message);
diff --git a/extensions/microsoft-authentication/src/node/authProvider.ts b/extensions/microsoft-authentication/src/node/authProvider.ts
index cc422957ca9..5ce9acd3e6a 100644
--- a/extensions/microsoft-authentication/src/node/authProvider.ts
+++ b/extensions/microsoft-authentication/src/node/authProvider.ts
@@ -86,7 +86,7 @@ export class MsalAuthProvider implements AuthenticationProvider {
 		uriHandler: UriEventHandler,
 		env: Environment = Environment.AzureCloud
 	): Promise<MsalAuthProvider> {
-		const publicClientManager = await CachedPublicClientApplicationManager.create(context.secrets, logger, env.name);
+		const publicClientManager = await CachedPublicClientApplicationManager.create(context.secrets, logger, telemetryReporter, env.name);
 		context.subscriptions.push(publicClientManager);
 		const authProvider = new MsalAuthProvider(context, telemetryReporter, logger, uriHandler, publicClientManager, env);
 		await authProvider.initialize();
diff --git a/extensions/microsoft-authentication/src/node/cachedPublicClientApplication.ts b/extensions/microsoft-authentication/src/node/cachedPublicClientApplication.ts
index f0f4eb7b9bc..c1b4fbac4c1 100644
--- a/extensions/microsoft-authentication/src/node/cachedPublicClientApplication.ts
+++ b/extensions/microsoft-authentication/src/node/cachedPublicClientApplication.ts
@@ -11,6 +11,7 @@ import { SecretStorageCachePlugin } from '../common/cachePlugin';
 import { MsalLoggerOptions } from '../common/loggerOptions';
 import { ICachedPublicClientApplication } from '../common/publicClientCache';
 import { IAccountAccess } from '../common/accountAccess';
+import { MicrosoftAuthenticationTelemetryReporter } from '../common/telemetryReporter';
 
 export class CachedPublicClientApplication implements ICachedPublicClientApplication {
 	// Core properties
@@ -44,8 +45,9 @@ export class CachedPublicClientApplication implements ICachedPublicClientApplica
 		private readonly _secretStorage: SecretStorage,
 		private readonly _accountAccess: IAccountAccess,
 		private readonly _logger: LogOutputChannel,
+		telemetryReporter: MicrosoftAuthenticationTelemetryReporter
 	) {
-		const loggerOptions = new MsalLoggerOptions(_logger);
+		const loggerOptions = new MsalLoggerOptions(_logger, telemetryReporter);
 		const nativeBrokerPlugin = new NativeBrokerPlugin();
 		this._isBrokerAvailable = nativeBrokerPlugin.isBrokerAvailable;
 		this._pca = new PublicClientApplication({
@@ -75,9 +77,10 @@ export class CachedPublicClientApplication implements ICachedPublicClientApplica
 		clientId: string,
 		secretStorage: SecretStorage,
 		accountAccess: IAccountAccess,
-		logger: LogOutputChannel
+		logger: LogOutputChannel,
+		telemetryReporter: MicrosoftAuthenticationTelemetryReporter
 	): Promise<CachedPublicClientApplication> {
-		const app = new CachedPublicClientApplication(clientId, secretStorage, accountAccess, logger);
+		const app = new CachedPublicClientApplication(clientId, secretStorage, accountAccess, logger, telemetryReporter);
 		await app.initialize();
 		return app;
 	}
diff --git a/extensions/microsoft-authentication/src/node/publicClientCache.ts b/extensions/microsoft-authentication/src/node/publicClientCache.ts
index 16ccb80321f..777c3c5f272 100644
--- a/extensions/microsoft-authentication/src/node/publicClientCache.ts
+++ b/extensions/microsoft-authentication/src/node/publicClientCache.ts
@@ -8,6 +8,7 @@ import { SecretStorage, LogOutputChannel, Disposable, EventEmitter, Memento, Eve
 import { ICachedPublicClientApplication, ICachedPublicClientApplicationManager } from '../common/publicClientCache';
 import { CachedPublicClientApplication } from './cachedPublicClientApplication';
 import { IAccountAccess, ScopedAccountAccess } from '../common/accountAccess';
+import { MicrosoftAuthenticationTelemetryReporter } from '../common/telemetryReporter';
 
 export interface IPublicClientApplicationInfo {
 	clientId: string;
@@ -29,6 +30,7 @@ export class CachedPublicClientApplicationManager implements ICachedPublicClient
 		private readonly _accountAccess: IAccountAccess,
 		private readonly _secretStorage: SecretStorage,
 		private readonly _logger: LogOutputChannel,
+		private readonly _telemetryReporter: MicrosoftAuthenticationTelemetryReporter,
 		disposables: Disposable[]
 	) {
 		this._disposable = Disposable.from(
@@ -41,13 +43,14 @@ export class CachedPublicClientApplicationManager implements ICachedPublicClient
 	static async create(
 		secretStorage: SecretStorage,
 		logger: LogOutputChannel,
+		telemetryReporter: MicrosoftAuthenticationTelemetryReporter,
 		cloudName: string
 	): Promise<CachedPublicClientApplicationManager> {
 		const pcasSecretStorage = await PublicClientApplicationsSecretStorage.create(secretStorage, cloudName);
 		// TODO: Remove the migrations in a version
 		const migrations = await pcasSecretStorage.getOldValue();
 		const accountAccess = await ScopedAccountAccess.create(secretStorage, cloudName, logger, migrations);
-		const manager = new CachedPublicClientApplicationManager(pcasSecretStorage, accountAccess, secretStorage, logger, [pcasSecretStorage, accountAccess]);
+		const manager = new CachedPublicClientApplicationManager(pcasSecretStorage, accountAccess, secretStorage, logger, telemetryReporter, [pcasSecretStorage, accountAccess]);
 		await manager.initialize();
 		return manager;
 	}
@@ -138,7 +141,7 @@ export class CachedPublicClientApplicationManager implements ICachedPublicClient
 	}
 
 	private async _doCreatePublicClientApplication(clientId: string): Promise<ICachedPublicClientApplication> {
-		const pca = await CachedPublicClientApplication.create(clientId, this._secretStorage, this._accountAccess, this._logger);
+		const pca = await CachedPublicClientApplication.create(clientId, this._secretStorage, this._accountAccess, this._logger, this._telemetryReporter);
 		this._pcas.set(clientId, pca);
 		const disposable = Disposable.from(
 			pca,