diff --git a/clients/ts/signalr/src/LongPollingTransport.ts b/clients/ts/signalr/src/LongPollingTransport.ts
index ff75fa91fa..0cf69c51de 100644
--- a/clients/ts/signalr/src/LongPollingTransport.ts
+++ b/clients/ts/signalr/src/LongPollingTransport.ts
@@ -59,7 +59,7 @@ export class LongPollingTransport implements ITransport {
         const pollOptions: HttpRequest = {
             abortSignal: this.pollAbort.signal,
             headers: {},
-            timeout: 90000,
+            timeout: 100000,
         };
 
         if (transferFormat === TransferFormat.Binary) {
diff --git a/src/Microsoft.AspNetCore.Http.Connections/Internal/HttpConnectionContext.cs b/src/Microsoft.AspNetCore.Http.Connections/Internal/HttpConnectionContext.cs
index a12e8aba61..045e821ee1 100644
--- a/src/Microsoft.AspNetCore.Http.Connections/Internal/HttpConnectionContext.cs
+++ b/src/Microsoft.AspNetCore.Http.Connections/Internal/HttpConnectionContext.cs
@@ -182,6 +182,8 @@ namespace Microsoft.AspNetCore.Http.Connections.Internal
         {
             Task disposeTask;
 
+            Cancellation?.Dispose();
+
             await StateLock.WaitAsync();
             try
             {
diff --git a/src/Microsoft.AspNetCore.Http.Connections/Internal/HttpConnectionDispatcher.cs b/src/Microsoft.AspNetCore.Http.Connections/Internal/HttpConnectionDispatcher.cs
index f8c33e051f..e13b532e16 100644
--- a/src/Microsoft.AspNetCore.Http.Connections/Internal/HttpConnectionDispatcher.cs
+++ b/src/Microsoft.AspNetCore.Http.Connections/Internal/HttpConnectionDispatcher.cs
@@ -313,10 +313,6 @@ namespace Microsoft.AspNetCore.Http.Connections.Internal
                         connection.LastSeenUtc = DateTime.UtcNow;
 
                         connection.Status = HttpConnectionStatus.Inactive;
-
-                        connection.Cancellation?.Cancel();
-
-                        connection.Cancellation = null;
                     }
                 }
                 finally
diff --git a/test/Microsoft.AspNetCore.SignalR.Client.FunctionalTests/HubConnectionTests.cs b/test/Microsoft.AspNetCore.SignalR.Client.FunctionalTests/HubConnectionTests.cs
index c300c4bb23..6ba1bbeb5e 100644
--- a/test/Microsoft.AspNetCore.SignalR.Client.FunctionalTests/HubConnectionTests.cs
+++ b/test/Microsoft.AspNetCore.SignalR.Client.FunctionalTests/HubConnectionTests.cs
@@ -398,8 +398,15 @@ namespace Microsoft.AspNetCore.SignalR.Client.FunctionalTests
         [MemberData(nameof(HubProtocolsAndTransportsAndHubPaths))]
         public async Task StreamDoesNotStartIfTokenAlreadyCanceled(string protocolName, HttpTransportType transportType, string path)
         {
+            bool ExpectedErrors(WriteContext writeContext)
+            {
+                return (writeContext.LoggerName == nameof(Http.Connections.Client.Internal.ServerSentEventsTransport) ||
+                       writeContext.LoggerName == nameof(Http.Connections.Client.Internal.LongPollingTransport)) &&
+                       writeContext.EventId.Name == "ErrorSending";
+            }
+
             var protocol = HubProtocols[protocolName];
-            using (StartVerifiableLog(out var loggerFactory, LogLevel.Trace, $"{nameof(StreamDoesNotStartIfTokenAlreadyCanceled)}_{protocol.Name}_{transportType}_{path.TrimStart('/')}"))
+            using (StartVerifiableLog(out var loggerFactory, LogLevel.Trace, $"{nameof(StreamDoesNotStartIfTokenAlreadyCanceled)}_{protocol.Name}_{transportType}_{path.TrimStart('/')}", expectedErrorsFilter: ExpectedErrors))
             {
                 var connection = CreateHubConnection(path, transportType, protocol, loggerFactory);
                 try
diff --git a/test/Microsoft.AspNetCore.SignalR.Redis.Tests/Docker.cs b/test/Microsoft.AspNetCore.SignalR.Redis.Tests/Docker.cs
index 94b19673e7..29285aa3e6 100644
--- a/test/Microsoft.AspNetCore.SignalR.Redis.Tests/Docker.cs
+++ b/test/Microsoft.AspNetCore.SignalR.Redis.Tests/Docker.cs
@@ -50,6 +50,13 @@ namespace Microsoft.AspNetCore.SignalR.Redis.Tests
 
         private static string GetDockerLocation()
         {
+            // OSX + Docker + Redis don't play well together for some reason. We already have these tests covered on Linux and Windows
+            // So we are happy ignoring them on OSX
+            if (RuntimeInformation.IsOSPlatform(OSPlatform.OSX))
+            {
+                return null;
+            }
+
             foreach (var dir in Environment.GetEnvironmentVariable("PATH").Split(Path.PathSeparator))
             {
                 var candidate = Path.Combine(dir, "docker" + _exeSuffix);
diff --git a/test/Microsoft.AspNetCore.SignalR.Redis.Tests/RedisServerFixture.cs b/test/Microsoft.AspNetCore.SignalR.Redis.Tests/RedisServerFixture.cs
index e3f3b7f9d7..e2fab22665 100644
--- a/test/Microsoft.AspNetCore.SignalR.Redis.Tests/RedisServerFixture.cs
+++ b/test/Microsoft.AspNetCore.SignalR.Redis.Tests/RedisServerFixture.cs
@@ -28,7 +28,7 @@ namespace Microsoft.AspNetCore.SignalR.Redis.Tests
             }
 
             var testLog = AssemblyTestLog.ForAssembly(typeof(RedisServerFixture<TStartup>).Assembly);
-            _logToken = testLog.StartTestLog(null, $"{nameof(RedisServerFixture<TStartup>)}_{typeof(TStartup).Name}", out _loggerFactory, "RedisServerFixture");
+            _logToken = testLog.StartTestLog(null, $"{nameof(RedisServerFixture<TStartup>)}_{typeof(TStartup).Name}", out _loggerFactory, LogLevel.Trace, "RedisServerFixture");
             _logger = _loggerFactory.CreateLogger<RedisServerFixture<TStartup>>();
 
             Docker.Default.Start(_logger);
diff --git a/test/Microsoft.AspNetCore.SignalR.Tests.Utils/ServerLogScope.cs b/test/Microsoft.AspNetCore.SignalR.Tests.Utils/ServerLogScope.cs
index 1b4ff4e05c..37d9e6fb0e 100644
--- a/test/Microsoft.AspNetCore.SignalR.Tests.Utils/ServerLogScope.cs
+++ b/test/Microsoft.AspNetCore.SignalR.Tests.Utils/ServerLogScope.cs
@@ -15,6 +15,7 @@ namespace Microsoft.AspNetCore.SignalR.Tests
         private readonly ConcurrentDictionary<string, ILogger> _serverLoggers;
         private readonly ILogger _scopeLogger;
         private readonly object _lock;
+        private bool _disposed;
 
         public ServerLogScope(ServerFixture serverFixture, ILoggerFactory loggerFactory, IDisposable wrappedDisposable)
         {
@@ -45,11 +46,15 @@ namespace Microsoft.AspNetCore.SignalR.Tests
 
             ILogger logger;
 
-            // There maybe thready safety issues in logging when creating multiple loggers at the same time
-            // https://github.com/aspnet/Logging/issues/810
             lock (_lock)
             {
+                if (_disposed)
+                {
+                    return;
+                }
+
                 // Create (or get) a logger with the same name as the server logger
+                // Call in the lock to avoid ODE where LoggerFactory could be disposed by the wrapped disposable
                 logger = _serverLoggers.GetOrAdd(write.LoggerName, loggerName => _loggerFactory.CreateLogger("SERVER " + loggerName));
             }
 
@@ -62,7 +67,11 @@ namespace Microsoft.AspNetCore.SignalR.Tests
 
             _scopeLogger.LogInformation("Server log scope stopped.");
 
-            _wrappedDisposable?.Dispose();
+            lock (_lock)
+            {
+                _wrappedDisposable?.Dispose();
+                _disposed = true;
+            }
         }
     }
 }
\ No newline at end of file