diff --git a/api/v1/server/handlers/monitoring/probe.go b/api/v1/server/handlers/monitoring/probe.go
index ec33adaf5..a9da8c542 100644
--- a/api/v1/server/handlers/monitoring/probe.go
+++ b/api/v1/server/handlers/monitoring/probe.go
@@ -70,7 +70,7 @@ func (m *MonitoringService) MonitoringPostRunProbe(ctx echo.Context, request gen
 
 	cleanup, err := m.run(cancellableContext, cf, m.workflowName, events, stepChan, errorChan)
 	if err != nil {
-		m.l.Error().Msgf("error running probe: %s", err)
+		m.l.Error().Msgf("probe: error running probe: %s", err)
 		return nil, err
 	}
 
@@ -85,26 +85,29 @@ func (m *MonitoringService) MonitoringPostRunProbe(ctx echo.Context, request gen
 		case <-cancellableContext.Done():
 
 			if cancellableContext.Err() == context.DeadlineExceeded {
-				m.l.Error().Msg("timed out waiting for probe to complete")
-				return nil, fmt.Errorf("timed out waiting for probe to complete")
+				m.l.Error().Msg("probe: timed out waiting for probe to complete")
+				return nil, fmt.Errorf("probe: timed out waiting for probe to complete")
 			}
 
 		case err := <-errorChan:
-			m.l.Error().Msgf("error during probe: %s", err)
+			m.l.Error().Msgf("probe: error during probe: %s", err)
 			return nil, err
 
 		case e := <-events:
+			m.l.Debug().Msgf("probe: received event: %s", e)
 			if !strings.HasPrefix(e, messages[messageIndex]) {
-				return nil, fmt.Errorf("expected message %s, to start with %s", messages[messageIndex], e)
+				m.l.Error().Msgf("probe: expected message %s, to start with %s", e, messages[messageIndex])
+				return nil, fmt.Errorf("probe: expected message %s, to start with %s", messages[messageIndex], e)
 			}
+			m.l.Debug().Msgf("probe: received expected message: %s", e)
 			messageIndex++
 
 			if messageIndex == len(messages) {
 				for i := range stepMessages {
 					stepMessage := <-stepChan
 					if stepMessage != stepMessages[i] {
-
-						return nil, fmt.Errorf("probe did not complete successfully - step messages failed")
+						m.l.Error().Msgf("probe: expected step message %s, got %s", stepMessages[i], stepMessage)
+						return nil, fmt.Errorf("probe: probe did not complete successfully - step messages failed")
 					}
 				}
 				return nil, nil
@@ -214,15 +217,18 @@ func (m *MonitoringService) run(ctx context.Context, cf clientconfig.ClientConfi
 
 	go func() {
 		err = c.Subscribe().StreamByAdditionalMetadata(ctx, streamKey, streamValue, func(event client.StreamEvent) error {
+			m.l.Info().Msgf("probe: received stream event: %s", string(event.Message))
 			events <- string(event.Message)
 
 			return nil
 		})
 		if err != nil {
+			m.l.Error().Msgf("error subscribing to stream: %s", err)
 			errors <- fmt.Errorf("error subscribing to stream: %w", err)
 		}
 	}()
 
+	time.Sleep(100 * time.Millisecond)
 	go func() {
 		testEvent := probeEvent{
 			UniqueStreamId: streamValue,
@@ -239,6 +245,7 @@ func (m *MonitoringService) run(ctx context.Context, cf clientconfig.ClientConfi
 		)
 
 		if err != nil {
+			m.l.Error().Msgf("error pushing event: %s", err)
 			errors <- fmt.Errorf("error pushing event: %w", err)
 		}
 	}()
@@ -246,6 +253,7 @@ func (m *MonitoringService) run(ctx context.Context, cf clientconfig.ClientConfi
 	cleanupWorker, err := w.Start()
 
 	if err != nil {
+		m.l.Error().Msgf("error starting worker: %s", err)
 		return nil, fmt.Errorf("error starting worker: %w", err)
 	}