diff --git a/src/SignalR/clients/ts/signalr/src/HttpConnection.ts b/src/SignalR/clients/ts/signalr/src/HttpConnection.ts
index a53fa15b69ff..a444db8d07d6 100644
--- a/src/SignalR/clients/ts/signalr/src/HttpConnection.ts
+++ b/src/SignalR/clients/ts/signalr/src/HttpConnection.ts
@@ -51,7 +51,7 @@ export class HttpConnection implements IConnection {
     private transport?: ITransport;
     private startInternalPromise?: Promise<void>;
     private stopPromise?: Promise<void>;
-    private stopPromiseResolver!: (value?: PromiseLike<void>) => void;
+    private stopPromiseResolver: (value?: PromiseLike<void>) => void = () => {};
     private stopError?: Error;
     private accessTokenFactory?: () => string | Promise<string>;
     private sendQueue?: TransportSendQueue;
@@ -214,7 +214,6 @@ export class HttpConnection implements IConnection {
             this.transport = undefined;
         } else {
             this.logger.log(LogLevel.Debug, "HttpConnection.transport is undefined in HttpConnection.stop() because start() failed.");
-            this.stopConnection();
         }
     }
 
@@ -294,6 +293,9 @@ export class HttpConnection implements IConnection {
             this.logger.log(LogLevel.Error, "Failed to start the connection: " + e);
             this.connectionState = ConnectionState.Disconnected;
             this.transport = undefined;
+
+            // if start fails, any active calls to stop assume that start will complete the stop promise
+            this.stopPromiseResolver();
             return Promise.reject(e);
         }
     }
diff --git a/src/SignalR/clients/ts/signalr/src/HubConnection.ts b/src/SignalR/clients/ts/signalr/src/HubConnection.ts
index 505631fa8d63..ec52e89d3c1a 100644
--- a/src/SignalR/clients/ts/signalr/src/HubConnection.ts
+++ b/src/SignalR/clients/ts/signalr/src/HubConnection.ts
@@ -766,7 +766,11 @@ export class HubConnection {
                 this.logger.log(LogLevel.Information, `Reconnect attempt failed because of error '${e}'.`);
 
                 if (this.connectionState !== HubConnectionState.Reconnecting) {
-                    this.logger.log(LogLevel.Debug, "Connection left the reconnecting state during reconnect attempt. Done reconnecting.");
+                    this.logger.log(LogLevel.Debug, `Connection moved to the '${this.connectionState}' from the reconnecting state during reconnect attempt. Done reconnecting.`);
+                    // The TypeScript compiler thinks that connectionState must be Connected here. The TypeScript compiler is wrong.
+                    if (this.connectionState as any === HubConnectionState.Disconnecting) {
+                        this.completeClose();
+                    }
                     return;
                 }
 
diff --git a/src/SignalR/clients/ts/signalr/tests/HttpConnection.test.ts b/src/SignalR/clients/ts/signalr/tests/HttpConnection.test.ts
index 94c0ba1818fd..7b055516115b 100644
--- a/src/SignalR/clients/ts/signalr/tests/HttpConnection.test.ts
+++ b/src/SignalR/clients/ts/signalr/tests/HttpConnection.test.ts
@@ -134,23 +134,30 @@ describe("HttpConnection", () => {
 
     it("can stop a starting connection", async () => {
         await VerifyLogger.run(async (logger) => {
+            const stoppingPromise = new PromiseSource();
+            const startingPromise = new PromiseSource();
             const options: IHttpConnectionOptions = {
                 ...commonOptions,
                 httpClient: new TestHttpClient()
                     .on("POST", async () => {
-                        await connection.stop();
+                        startingPromise.resolve();
+                        await stoppingPromise;
                         return "{}";
-                    })
-                    .on("GET", async () => {
-                        await connection.stop();
-                        return "";
                     }),
                 logger,
             } as IHttpConnectionOptions;
 
             const connection = new HttpConnection("http://tempuri.org", options);
 
-            await expect(connection.start(TransferFormat.Text))
+            const startPromise = connection.start(TransferFormat.Text);
+
+            await startingPromise;
+            const stopPromise = connection.stop();
+            stoppingPromise.resolve();
+
+            await stopPromise;
+
+            await expect(startPromise)
                 .rejects
                 .toThrow("The connection was stopped during negotiation.");
         },
diff --git a/src/SignalR/clients/ts/signalr/tests/HubConnection.Reconnect.test.ts b/src/SignalR/clients/ts/signalr/tests/HubConnection.Reconnect.test.ts
index 15e5e953a0d7..825fff89ace8 100644
--- a/src/SignalR/clients/ts/signalr/tests/HubConnection.Reconnect.test.ts
+++ b/src/SignalR/clients/ts/signalr/tests/HubConnection.Reconnect.test.ts
@@ -2,13 +2,17 @@
 // Licensed under the Apache License, Version 2.0. See License.txt in the project root for license information.
 
 import { DefaultReconnectPolicy } from "../src/DefaultReconnectPolicy";
+import { HttpConnection, INegotiateResponse } from "../src/HttpConnection";
 import { HubConnection, HubConnectionState } from "../src/HubConnection";
+import { IHttpConnectionOptions } from "../src/IHttpConnectionOptions";
 import { MessageType } from "../src/IHubProtocol";
 import { RetryContext } from "../src/IRetryPolicy";
 import { JsonHubProtocol } from "../src/JsonHubProtocol";
 
 import { VerifyLogger } from "./Common";
 import { TestConnection } from "./TestConnection";
+import { TestHttpClient } from "./TestHttpClient";
+import { TestEvent, TestMessageEvent, TestWebSocket } from "./TestWebSocket";
 import { PromiseSource } from "./Utils";
 
 describe("auto reconnect", () => {
@@ -785,4 +789,93 @@ describe("auto reconnect", () => {
             }
         });
     });
+
+    it("can be stopped while restarting the underlying connection and negotiate throws", async () => {
+        await VerifyLogger.run(async (logger) => {
+            let onreconnectingCount = 0;
+            let onreconnectedCount = 0;
+            let closeCount = 0;
+
+            const nextRetryDelayCalledPromise = new PromiseSource();
+
+            const defaultConnectionId = "abc123";
+            const defaultConnectionToken = "123abc";
+            const defaultNegotiateResponse: INegotiateResponse = {
+                availableTransports: [
+                    { transport: "WebSockets", transferFormats: ["Text", "Binary"] },
+                    { transport: "ServerSentEvents", transferFormats: ["Text"] },
+                    { transport: "LongPolling", transferFormats: ["Text", "Binary"] },
+                ],
+                connectionId: defaultConnectionId,
+                connectionToken: defaultConnectionToken,
+                negotiateVersion: 1,
+            };
+
+            const startStarted = new PromiseSource();
+            let negotiateCount = 0;
+
+            const options: IHttpConnectionOptions = {
+                WebSocket: TestWebSocket,
+                httpClient: new TestHttpClient()
+                    .on("POST", async () => {
+                        ++negotiateCount;
+                        if (negotiateCount === 1) {
+                            return defaultNegotiateResponse;
+                        }
+                        startStarted.resolve();
+                        return Promise.reject("Error with negotiate");
+                    })
+                    .on("GET", () => ""),
+                logger,
+            } as IHttpConnectionOptions;
+
+            const connection = new HttpConnection("http://tempuri.org", options);
+            const hubConnection = HubConnection.create(connection, logger, new JsonHubProtocol(), {
+                nextRetryDelayInMilliseconds() {
+                    nextRetryDelayCalledPromise.resolve();
+                    return 0;
+                },
+            });
+
+            hubConnection.onreconnecting(() => {
+                onreconnectingCount++;
+            });
+
+            hubConnection.onreconnected(() => {
+                onreconnectedCount++;
+            });
+
+            hubConnection.onclose(() => {
+                closeCount++;
+            });
+
+            TestWebSocket.webSocketSet = new PromiseSource();
+            const startPromise = hubConnection.start();
+            await TestWebSocket.webSocketSet;
+            await TestWebSocket.webSocket.openSet;
+            TestWebSocket.webSocket.onopen(new TestEvent());
+            TestWebSocket.webSocket.onmessage(new TestMessageEvent("{}\x1e"));
+
+            await startPromise;
+            TestWebSocket.webSocket.close();
+            TestWebSocket.webSocketSet = new PromiseSource();
+
+            await nextRetryDelayCalledPromise;
+
+            expect(hubConnection.state).toBe(HubConnectionState.Reconnecting);
+            expect(onreconnectingCount).toBe(1);
+            expect(onreconnectedCount).toBe(0);
+            expect(closeCount).toBe(0);
+
+            await startStarted;
+            await hubConnection.stop();
+
+            expect(hubConnection.state).toBe(HubConnectionState.Disconnected);
+            expect(onreconnectingCount).toBe(1);
+            expect(onreconnectedCount).toBe(0);
+            expect(closeCount).toBe(1);
+        },
+        "Failed to complete negotiation with the server: Error with negotiate",
+        "Failed to start the connection: Error with negotiate");
+    });
 });
diff --git a/src/SignalR/clients/ts/signalr/tests/TestWebSocket.ts b/src/SignalR/clients/ts/signalr/tests/TestWebSocket.ts
index ebdc6a07fb15..4cd71949f3e4 100644
--- a/src/SignalR/clients/ts/signalr/tests/TestWebSocket.ts
+++ b/src/SignalR/clients/ts/signalr/tests/TestWebSocket.ts
@@ -221,3 +221,57 @@ export class TestCloseEvent {
     public CAPTURING_PHASE: number = 0;
     public NONE: number = 0;
 }
+
+export class TestMessageEvent implements MessageEvent {
+    constructor(data: any) {
+        this.data = data;
+    }
+    public data: any;
+    public lastEventId: string = "";
+    public origin: string = "";
+    public ports: MessagePort[] = [];
+    public source: Window | null = null;
+    public composed: boolean = false;
+    public composedPath(): EventTarget[];
+    public composedPath(): any[] {
+        throw new Error("Method not implemented.");
+    }
+    public code: number = 0;
+    public reason: string = "";
+    public wasClean: boolean = false;
+    public initMessageEvent(typeArg: string, canBubbleArg: boolean, cancelableArg: boolean, data: any, origin: string, lastEventId: string): void {
+        throw new Error("Method not implemented.");
+    }
+    public bubbles: boolean = false;
+    public cancelBubble: boolean = false;
+    public cancelable: boolean = false;
+    public currentTarget!: EventTarget;
+    public defaultPrevented: boolean = false;
+    public eventPhase: number = 0;
+    public isTrusted: boolean = false;
+    public returnValue: boolean = false;
+    public scoped: boolean = false;
+    public srcElement!: Element | null;
+    public target!: EventTarget;
+    public timeStamp: number = 0;
+    public type: string = "";
+    public deepPath(): EventTarget[] {
+        throw new Error("Method not implemented.");
+    }
+    public initEvent(type: string, bubbles?: boolean | undefined, cancelable?: boolean | undefined): void {
+        throw new Error("Method not implemented.");
+    }
+    public preventDefault(): void {
+        throw new Error("Method not implemented.");
+    }
+    public stopImmediatePropagation(): void {
+        throw new Error("Method not implemented.");
+    }
+    public stopPropagation(): void {
+        throw new Error("Method not implemented.");
+    }
+    public AT_TARGET: number = 0;
+    public BUBBLING_PHASE: number = 0;
+    public CAPTURING_PHASE: number = 0;
+    public NONE: number = 0;
+}