diff --git a/src/vs/workbench/services/remote/common/abstractRemoteAgentService.ts b/src/vs/workbench/services/remote/common/abstractRemoteAgentService.ts
index 0980eec33e53d0ad9d145eeeb69936d18a340ba7..19b6202970dade092a547aa61e6e0eeab5244d9a 100644
--- a/src/vs/workbench/services/remote/common/abstractRemoteAgentService.ts
+++ b/src/vs/workbench/services/remote/common/abstractRemoteAgentService.ts
@@ -18,6 +18,7 @@ import { Registry } from 'vs/platform/registry/common/platform';
 import { RemoteExtensionEnvironmentChannelClient } from 'vs/workbench/services/remote/common/remoteAgentEnvironmentChannel';
 import { INotificationService } from 'vs/platform/notification/common/notification';
 import { IDiagnosticInfoOptions, IDiagnosticInfo } from 'vs/platform/diagnostics/common/diagnosticsService';
+import { Emitter } from 'vs/base/common/event';
 
 export abstract class AbstractRemoteAgentService extends Disposable implements IRemoteAgentService {
 
@@ -59,6 +60,9 @@ export abstract class AbstractRemoteAgentService extends Disposable implements I
 
 export class RemoteAgentConnection extends Disposable implements IRemoteAgentConnection {
 
+	private readonly _onReconnecting = this._register(new Emitter<void>());
+	public readonly onReconnecting = this._onReconnecting.event;
+
 	readonly remoteAuthority: string;
 	private _connection: Promise<Client<RemoteAgentConnectionContext>> | null;
 
@@ -90,12 +94,18 @@ export class RemoteAgentConnection extends Disposable implements IRemoteAgentCon
 	}
 
 	private async _createConnection(): Promise<Client<RemoteAgentConnectionContext>> {
+		let firstCall = true;
 		const options: IConnectionOptions = {
 			isBuilt: this._environmentService.isBuilt,
 			commit: this._commit,
 			webSocketFactory: this._webSocketFactory,
 			addressProvider: {
 				getAddress: async () => {
+					if (firstCall) {
+						firstCall = false;
+					} else {
+						this._onReconnecting.fire(undefined);
+					}
 					const { host, port } = await this._remoteAuthorityResolverService.resolveAuthority(this.remoteAuthority);
 					return { host, port };
 				}
diff --git a/src/vs/workbench/services/remote/common/remoteAgentService.ts b/src/vs/workbench/services/remote/common/remoteAgentService.ts
index 5a097b98f1e3bdd72fb3aedebb70105e1d3405de..96ae3f5c13fcc52da21dc90878701ee576ac4640 100644
--- a/src/vs/workbench/services/remote/common/remoteAgentService.ts
+++ b/src/vs/workbench/services/remote/common/remoteAgentService.ts
@@ -7,6 +7,7 @@ import { createDecorator } from 'vs/platform/instantiation/common/instantiation'
 import { RemoteAgentConnectionContext, IRemoteAgentEnvironment } from 'vs/platform/remote/common/remoteAgentEnvironment';
 import { IChannel, IServerChannel } from 'vs/base/parts/ipc/common/ipc';
 import { IDiagnosticInfoOptions, IDiagnosticInfo } from 'vs/platform/diagnostics/common/diagnosticsService';
+import { Event } from 'vs/base/common/event';
 
 export const RemoteExtensionLogFileName = 'remoteagent';
 
@@ -25,4 +26,5 @@ export interface IRemoteAgentConnection {
 
 	getChannel<T extends IChannel>(channelName: string): T;
 	registerChannel<T extends IServerChannel<RemoteAgentConnectionContext>>(channelName: string, channel: T): void;
+	onReconnecting: Event<void>;
 }