diff --git a/internal/outpost/ak/http_tracing.go b/internal/outpost/ak/http_tracing.go
index 16b30c10e..fb73ec176 100644
--- a/internal/outpost/ak/http_tracing.go
+++ b/internal/outpost/ak/http_tracing.go
@@ -20,6 +20,7 @@ func NewTracingTransport(ctx context.Context, inner http.RoundTripper) *tracingT
 
 func (tt *tracingTransport) RoundTrip(r *http.Request) (*http.Response, error) {
 	span := sentry.StartSpan(tt.ctx, "authentik.go.http_request")
+	r.Header.Set("sentry-trace", span.ToSentryTrace())
 	span.Description = fmt.Sprintf("%s %s", r.Method, r.URL.String())
 	span.SetTag("url", r.URL.String())
 	span.SetTag("method", r.Method)