diff --git a/src/Transports/Azure/Wolverine.AzureServiceBus.Tests/using_native_scheduling.cs b/src/Transports/Azure/Wolverine.AzureServiceBus.Tests/using_native_scheduling.cs
index 4fc0c63d8..7be5bfd2b 100644
--- a/src/Transports/Azure/Wolverine.AzureServiceBus.Tests/using_native_scheduling.cs
+++ b/src/Transports/Azure/Wolverine.AzureServiceBus.Tests/using_native_scheduling.cs
@@ -32,6 +32,66 @@ public async Task with_inline_endpoint()
         await host.StopAsync();
     }
 
+    [Fact]
+    public async Task with_inline_endpoint_cascaded_timeout()
+    {
+        using var host = await Host.CreateDefaultBuilder()
+            .UseWolverine(opts =>
+            {
+                opts.UseAzureServiceBusTesting()
+                    .AutoProvision().AutoPurgeOnStartup();
+
+                opts.ListenToAzureServiceBusQueue("inline1").ProcessInline();
+                opts.PublishAllMessages().ToAzureServiceBusQueue("inline1");
+            }).StartAsync();
+
+        var referenceTime = DateTimeOffset.UtcNow;
+        var delay = TimeSpan.FromSeconds(1);
+        var margin = TimeSpan.FromSeconds(2);
+
+        var session = await host.TrackActivity()
+            .IncludeExternalTransports()
+            .Timeout(30.Seconds())
+            .WaitForMessageToBeReceivedAt<AsbCascadedTimeout>(host)
+            .ExecuteAndWaitAsync(c => c.SendAsync(new AsbTriggerCascadedTimeout(delay)));
+
+        var envelope = session.Scheduled.Envelopes().Single(e => e.Message is AsbCascadedTimeout);
+        envelope.ShouldNotBeNull();
+        envelope.ScheduledTime!.Value.ShouldBeInRange(referenceTime.Add(delay - margin), referenceTime.Add(delay + margin));
+
+        await host.StopAsync();
+    }
+
+    [Fact]
+    public async Task with_inline_endpoint_explicit_scheduling()
+    {
+        using var host = await Host.CreateDefaultBuilder()
+            .UseWolverine(opts =>
+            {
+                opts.UseAzureServiceBusTesting()
+                    .AutoProvision().AutoPurgeOnStartup();
+
+                opts.ListenToAzureServiceBusQueue("inline1").ProcessInline();
+                opts.PublishAllMessages().ToAzureServiceBusQueue("inline1");
+            }).StartAsync();
+
+        var referenceTime = DateTimeOffset.UtcNow;
+        var delay = TimeSpan.FromSeconds(1);
+        var margin = TimeSpan.FromSeconds(2);
+
+        var session = await host.TrackActivity()
+            .IncludeExternalTransports()
+            .Timeout(30.Seconds())
+            .WaitForMessageToBeReceivedAt<AsbExplicitScheduled>(host)
+            .ExecuteAndWaitAsync(c => c.SendAsync(new AsbTriggerExplicitScheduled(delay)));
+
+        var envelope = session.Scheduled.Envelopes().Single(e => e.Message is AsbExplicitScheduled);
+        envelope.ShouldNotBeNull();
+        envelope.ScheduledTime!.Value.ShouldBeInRange(referenceTime.Add(delay - margin), referenceTime.Add(delay + margin));
+
+        await host.StopAsync();
+    }
+
     [Fact]
     public async Task with_buffered_endpoint() // durable would have similar mechanics
     {
@@ -55,4 +115,31 @@ public async Task with_buffered_endpoint() // durable would have similar mechani
 
         await host.StopAsync();
     }
+
+    public record AsbTriggerCascadedTimeout(TimeSpan Delay);
+    public record AsbCascadedTimeout(string Id, TimeSpan delay) : TimeoutMessage(delay);
+
+    public record AsbTriggerExplicitScheduled(TimeSpan Delay);
+    public record AsbExplicitScheduled(string Id);
+
+
+    public class ScheduledMessageHandler
+    {
+        public AsbCascadedTimeout Handle(AsbTriggerCascadedTimeout trigger)
+        {
+            return new AsbCascadedTimeout("test-timeout", trigger.Delay);
+        }
+        public static void Handle(AsbCascadedTimeout timeout)
+        {
+        }
+
+        public async Task Handle(AsbTriggerExplicitScheduled trigger, IMessageContext context)
+        {
+            await context.ScheduleAsync(new AsbExplicitScheduled("test"), trigger.Delay);
+        }
+
+        public static void Handle(AsbExplicitScheduled scheduled)
+        {
+        }
+    }
 }
\ No newline at end of file
diff --git a/src/Wolverine/Runtime/MessageContext.cs b/src/Wolverine/Runtime/MessageContext.cs
index f06017cc2..9533210bc 100644
--- a/src/Wolverine/Runtime/MessageContext.cs
+++ b/src/Wolverine/Runtime/MessageContext.cs
@@ -63,7 +63,14 @@ public async Task FlushOutgoingMessagesAsync()
                 {
                     if (!envelope.Sender!.IsDurable)
                     {
-                        Runtime.ScheduleLocalExecutionInMemory(envelope.ScheduledTime!.Value, envelope);
+                        if (envelope.Sender!.SupportsNativeScheduledSend)
+                        {
+                            await sendEnvelopeAsync(envelope);
+                        }
+                        else
+                        {
+                            Runtime.ScheduleLocalExecutionInMemory(envelope.ScheduledTime!.Value, envelope);
+                        }
                     }
 
                     // If NullMessageStore, then we're calling a different Send method that is marking the message
@@ -73,13 +80,9 @@ public async Task FlushOutgoingMessagesAsync()
                         Runtime.MessageTracking.Sent(envelope);
                     }
                 }
-                else if (ReferenceEquals(this, Transaction))
-                {
-                    await envelope.StoreAndForwardAsync();
-                }
                 else
                 {
-                    await envelope.QuickSendAsync();
+                    await sendEnvelopeAsync(envelope);
                 }
             }
             catch (Exception e)
@@ -100,6 +103,18 @@ public async Task FlushOutgoingMessagesAsync()
         _outstanding.Clear();
 
         _hasFlushed = true;
+
+        async Task sendEnvelopeAsync(Envelope envelope)
+        {
+            if (ReferenceEquals(this, Transaction))
+            {
+                await envelope.StoreAndForwardAsync();
+            }
+            else
+            {
+                await envelope.QuickSendAsync();
+            }
+        }
     }
 
     private List<Envelope>? _sent;
@@ -120,8 +135,8 @@ public async Task AssertAnyRequiredResponseWasGenerated()
                 {
                     failureDescription += $"No cascading messages were created by this handler for the expected response type {Envelope.ReplyRequested}";
                 }
-            
-                await SendFailureAcknowledgementAsync( failureDescription);
+
+                await SendFailureAcknowledgementAsync(failureDescription);
             }
             else
             {
@@ -174,7 +189,7 @@ public async Task MoveToDeadLetterQueueAsync(Exception exception)
     {
         // Don't bother with agent commands
         if (Envelope?.Message is IAgentCommand) return;
-        
+
         if (_channel == null || Envelope == null)
         {
             throw new InvalidOperationException("No Envelope is active for this context");
@@ -196,7 +211,7 @@ public async Task MoveToDeadLetterQueueAsync(Exception exception)
 
             return;
         }
-        
+
         if (Envelope.Batch != null)
         {
             foreach (var envelope in Envelope.Batch)
@@ -408,9 +423,9 @@ public async Task EnqueueCascadingAsync(object? message)
         {
             throw new InvalidOperationException(
                 $"Message of type {message.GetType().FullNameInCode()} implements {typeof(ISideEffect).FullNameInCode()}, and cannot be used as a cascading message. Side effects cannot be mixed in with outgoing cascaded messages.");
-            
+
         }
-        
+
         if (Envelope?.ResponseType != null && (message?.GetType() == Envelope.ResponseType ||
                                                Envelope.ResponseType.IsInstanceOfType(message)))
         {
@@ -485,7 +500,7 @@ internal void ReadEnvelope(Envelope? originalEnvelope, IChannelCallback channel)
         Envelope = originalEnvelope ?? throw new ArgumentNullException(nameof(originalEnvelope));
 
         originalEnvelope.MaybeCorrectReplyUri();
-        
+
         CorrelationId = originalEnvelope.CorrelationId;
         ConversationId = originalEnvelope.Id;
         _channel = channel;