diff --git a/crates/agent/src/thread.rs b/crates/agent/src/thread.rs
index 7a97b4e05828452d674a307dd50d2689390e19ce..57aca268ed9eb43949c0a761cfb83aac34e7c91f 100644
--- a/crates/agent/src/thread.rs
+++ b/crates/agent/src/thread.rs
@@ -3128,7 +3128,8 @@ impl ToolCallEventStream {
         }
 
         let (response_tx, response_rx) = oneshot::channel();
-        self.stream
+        if let Err(error) = self
+            .stream
             .0
             .unbounded_send(Ok(ThreadEvent::ToolCallAuthorization(
                 ToolCallAuthorization {
@@ -3172,7 +3173,12 @@ impl ToolCallEventStream {
                     context: None,
                 },
             )))
-            .ok();
+        {
+            log::error!("Failed to send tool call authorization: {error}");
+            return Task::ready(Err(anyhow!(
+                "Failed to send tool call authorization: {error}"
+            )));
+        }
 
         let fs = self.fs.clone();
         cx.spawn(async move |cx| {
@@ -3224,7 +3230,8 @@ impl ToolCallEventStream {
         let options = context.build_permission_options();
 
         let (response_tx, response_rx) = oneshot::channel();
-        self.stream
+        if let Err(error) = self
+            .stream
             .0
             .unbounded_send(Ok(ThreadEvent::ToolCallAuthorization(
                 ToolCallAuthorization {
@@ -3237,7 +3244,12 @@ impl ToolCallEventStream {
                     context: Some(context),
                 },
             )))
-            .ok();
+        {
+            log::error!("Failed to send tool call authorization: {error}");
+            return Task::ready(Err(anyhow!(
+                "Failed to send tool call authorization: {error}"
+            )));
+        }
 
         let fs = self.fs.clone();
         cx.spawn(async move |cx| {