diff --git a/src/api/server_server.rs b/src/api/server_server.rs
index f1fdd412..b3f07300 100644
--- a/src/api/server_server.rs
+++ b/src/api/server_server.rs
@@ -130,10 +130,11 @@ impl FedDest {
     }
 }
 
-#[tracing::instrument(skip(request), fields(url))]
+#[tracing::instrument(skip(request, log_error), fields(url))]
 pub(crate) async fn send_request<T>(
     destination: &ServerName,
     request: T,
+    log_error: bool,
 ) -> Result<T::IncomingResponse>
 where
     T: OutgoingRequest + Debug,
@@ -330,10 +331,12 @@ where
             }
         }
         Err(e) => {
-            warn!(
-                error = %e,
-                "Could not send request",
-            );
+            if log_error {
+                warn!(
+                    error = %e,
+                    "Could not send request",
+                );
+            }
             Err(e.into())
         }
     }
diff --git a/src/service/sending.rs b/src/service/sending.rs
index 03593208..c46f26d7 100644
--- a/src/service/sending.rs
+++ b/src/service/sending.rs
@@ -286,8 +286,8 @@ impl Service {
                     }))
                 }
             }
-            Err(_err) => {
-                warn!("Marking transaction as failed");
+            Err(error) => {
+                warn!(%error, "Marking transaction as failed");
                 current_transaction_status.entry(destination).and_modify(|e| {
                     *e = match e {
                         TransactionStatus::Running => {
@@ -684,7 +684,7 @@ impl Service {
         debug!("Got permit");
         let response = tokio::time::timeout(
             Duration::from_secs(2 * 60),
-            server_server::send_request(destination, request),
+            server_server::send_request(destination, request, true),
         )
         .await
         .map_err(|_| {
@@ -920,6 +920,7 @@ async fn handle_federation_event(
                 ))
                 .into(),
         },
+        false,
     )
     .await?;