diff --git a/app/src/ai/blocklist/controller/response_stream.rs b/app/src/ai/blocklist/controller/response_stream.rs
index aeca0e22d9b..5e00537195d 100644
--- a/app/src/ai/blocklist/controller/response_stream.rs
+++ b/app/src/ai/blocklist/controller/response_stream.rs
@@ -535,11 +535,12 @@ impl ResponseStream {
             RecoveryAction::Fail(reason) => {
                 log::warn!(
                     "MultiAgent request failed; not recovering: recovery={} reason={} \
-                     attempt={}/{MAX_RECOVERY_ATTEMPTS} failed_request={} - Error: {error:?}",
+                     attempt={}/{MAX_RECOVERY_ATTEMPTS} failed_request={} {} - Error: {error:?}",
                     action.log_label(),
                     reason.log_label(),
                     self.recovery.attempts_used(),
                     self.failed_request_label(),
+                    self.request_context_label(),
                 );
                 self.error_event_emitted = true;
                 self.report_request_failure(error, is_online, self.recovery.attempts_used());
@@ -556,13 +557,26 @@ impl ResponseStream {
     fn log_recovery(&self, action: RecoveryAction, wait: &str, error: &Arc<AIApiError>) {
         log::warn!(
             "MultiAgent request failed; recovering: recovery={} \
-             attempt={}/{MAX_RECOVERY_ATTEMPTS} wait={wait} failed_request={} - Error: {error:?}",
+             attempt={}/{MAX_RECOVERY_ATTEMPTS} wait={wait} failed_request={} {} - Error: {error:?}",
             action.log_label(),
             self.recovery.attempts_used() + 1,
             self.failed_request_label(),
+            self.request_context_label(),
         );
     }
 
+    /// The model the failed request targeted and whether it carried user-provided credentials,
+    /// so a transport failure can be attributed to hosted or bring-your-own-key routing.
+    /// Reports presence only, never credential values.
+    fn request_context_label(&self) -> String {
+        format!(
+            "model={} user_api_keys={} custom_model_providers={}",
+            self.params.model,
+            self.params.api_keys.is_some(),
+            self.params.custom_model_providers.is_some(),
+        )
+    }
+
     /// Sends the request for `request_id`. When the request's model is served by
     /// the connected Grok subscription or may route to Gemini Enterprise, and
     /// that credential is already past hard expiry, this first blocks on a
diff --git a/app/src/ai/blocklist/controller/response_stream_tests.rs b/app/src/ai/blocklist/controller/response_stream_tests.rs
index baa558e1573..f31b5a8a139 100644
--- a/app/src/ai/blocklist/controller/response_stream_tests.rs
+++ b/app/src/ai/blocklist/controller/response_stream_tests.rs
@@ -318,3 +318,30 @@ fn geap_refresh_does_not_add_credentials_to_a_keyless_request() {
 
     assert!(params.api_keys.is_none());
 }
+
+#[cfg(not(target_family = "wasm"))]
+#[test]
+fn request_context_label_reports_a_hosted_request_without_user_credentials() {
+    let stream = ResponseStream::new_for_test(ResponseStreamId::new_for_test());
+
+    assert_eq!(
+        stream.request_context_label(),
+        "model=test-model user_api_keys=false custom_model_providers=false"
+    );
+}
+
+#[cfg(not(target_family = "wasm"))]
+#[test]
+fn request_context_label_reports_attached_credentials_without_leaking_them() {
+    let mut stream = ResponseStream::new_for_test(ResponseStreamId::new_for_test());
+    stream.params = params_with_geap_token("super-secret-token");
+    stream.params.custom_model_providers = Some(Default::default());
+
+    let label = stream.request_context_label();
+
+    assert_eq!(
+        label,
+        "model=test-model user_api_keys=true custom_model_providers=true"
+    );
+    assert!(!label.contains("super-secret-token"));
+}