diff --git a/src/actions/lwp3-bootloader.ts b/src/actions/lwp3-bootloader.ts
index c0066c1b..fde0834d 100644
--- a/src/actions/lwp3-bootloader.ts
+++ b/src/actions/lwp3-bootloader.ts
@@ -37,6 +37,10 @@ export enum BootloaderConnectionActionType {
      * Finished sending a message.
      */
     DidSend = 'bootloader.action.connection.did.send',
+    /**
+     * Sending a message failed with error.
+     */
+    DidFailToSend = 'bootloader.action.connection.did.failToSend',
     /**
      * The connection received a message.
      */
@@ -152,12 +156,18 @@ export function send(
     return { type: BootloaderConnectionActionType.Send, data, withResponse };
 }
 
-export type BootloaderConnectionDidSendAction = Action<BootloaderConnectionActionType.DidSend> & {
-    err?: Error;
+export type BootloaderConnectionDidSendAction = Action<BootloaderConnectionActionType.DidSend>;
+
+export function didSend(): BootloaderConnectionDidSendAction {
+    return { type: BootloaderConnectionActionType.DidSend };
+}
+
+export type BootloaderConnectionDidFailToSendAction = Action<BootloaderConnectionActionType.DidFailToSend> & {
+    err: Error;
 };
 
-export function didSend(err?: Error): BootloaderConnectionDidSendAction {
-    return { type: BootloaderConnectionActionType.DidSend, err };
+export function didFailToSend(err: Error): BootloaderConnectionDidFailToSendAction {
+    return { type: BootloaderConnectionActionType.DidFailToSend, err };
 }
 
 export type BootloaderConnectionDidReceiveAction = Action<BootloaderConnectionActionType.DidReceive> & {
@@ -184,7 +194,7 @@ export type BootloaderConnectionAction =
     | BootloaderConnectionDidErrorAction
     | BootloaderConnectionSendAction
     | BootloaderConnectionDidSendAction
-    | BootloaderConnectionDidSendAction
+    | BootloaderConnectionDidFailToSendAction
     | BootloaderConnectionDidReceiveAction
     | BootloaderConnectionDidDisconnectAction;
 
diff --git a/src/sagas/lwp3-bootloader-ble.ts b/src/sagas/lwp3-bootloader-ble.ts
index 3d825535..69ad67cd 100644
--- a/src/sagas/lwp3-bootloader-ble.ts
+++ b/src/sagas/lwp3-bootloader-ble.ts
@@ -13,6 +13,7 @@ import {
     didConnect,
     didDisconnect,
     didFailToConnect,
+    didFailToSend,
     didReceive,
     didSend,
 } from '../actions/lwp3-bootloader';
@@ -34,7 +35,7 @@ function* write(
         }
         yield* put(didSend());
     } catch (err) {
-        yield* put(didSend(err));
+        yield* put(didFailToSend(err));
     }
 }
 
diff --git a/src/sagas/lwp3-bootloader-protocol.ts b/src/sagas/lwp3-bootloader-protocol.ts
index cc858eb3..4918dccc 100644
--- a/src/sagas/lwp3-bootloader-protocol.ts
+++ b/src/sagas/lwp3-bootloader-protocol.ts
@@ -3,10 +3,18 @@
 // File: sagas/lwp3-bootloader-protocol.ts
 // Handles LEGO Wireless Protocol v3 Bootloader protocol.
 
-import { actionChannel, fork, put, take, takeEvery } from 'typed-redux-saga/macro';
+import {
+    actionChannel,
+    fork,
+    put,
+    race,
+    take,
+    takeEvery,
+} from 'typed-redux-saga/macro';
 import { Action } from '../actions';
 import {
     BootloaderConnectionActionType,
+    BootloaderConnectionDidFailToSendAction,
     BootloaderConnectionDidReceiveAction,
     BootloaderConnectionDidSendAction,
     BootloaderRequestAction,
@@ -104,10 +112,15 @@ function* encodeRequest(): Generator {
                 continue;
         }
 
-        const sent = yield* take<BootloaderConnectionDidSendAction>(
-            BootloaderConnectionActionType.DidSend,
-        );
-        yield* put(didRequest(action.id, sent.err));
+        const { failedToSend } = yield* race({
+            sent: take<BootloaderConnectionDidSendAction>(
+                BootloaderConnectionActionType.DidSend,
+            ),
+            failedToSend: take<BootloaderConnectionDidFailToSendAction>(
+                BootloaderConnectionActionType.DidFailToSend,
+            ),
+        });
+        yield* put(didRequest(action.id, failedToSend?.err));
     }
 }