diff --git a/src/api.ts b/src/api.ts
index d8a3008..cfb446a 100644
--- a/src/api.ts
+++ b/src/api.ts
@@ -17,18 +17,30 @@ export const main = (port: number) => {
         jobInsensitive.to.username = "****REDACTED****";
         jobInsensitive.to.password = "****REDACTED****";
 
+        const uuid = crypto.randomUUID();
         ConsoleLogger.log(
-          `Received email job: ${JSON.stringify(jobInsensitive)}`,
+          `[${uuid}] Received email job: ${JSON.stringify(jobInsensitive)}`,
         )();
 
         const performEmailTest = perform(job)();
-        return await performEmailTest
-          .then(() => {
+        return performEmailTest
+          .then((result) => {
+            if (result._tag === "Left") {
+              const error = result.left;
+              ConsoleLogger.log(
+                `[${uuid}] job failure due to ${error.message}`,
+              )();
+              return new Response(error.message, {
+                status: 400,
+              });
+            }
+            ConsoleLogger.log(`[${uuid}] success`)();
             return Response.json({ success: true });
           })
-          .catch((error) => {
-            return new Response(error.message, {
-              status: 400,
+          .catch((e) => {
+            ConsoleLogger.log(`[${uuid}] internal failure due to ${e}`)();
+            return new Response(e.message, {
+              status: 500,
             });
           });
       }
diff --git a/src/email.ts b/src/email.ts
index a017aac..f916022 100644
--- a/src/email.ts
+++ b/src/email.ts
@@ -192,7 +192,9 @@ const findEmailUidInInbox: FindEmailUidInInbox = (
     TE.fold(
       (e) =>
         pipe(
-          TE.fromIO(ConsoleLogger.log(`failed; ${retries} retries left.`)),
+          TE.fromIO(
+            ConsoleLogger.log(`failed to find email; ${retries} retries left.`),
+          ),
           TE.chain(() =>
             retries === 0
               ? TE.left(e)