diff --git a/.changeset/retry-run-start-on-connection-error.md b/.changeset/retry-run-start-on-connection-error.md
new file mode 100644
index 00000000000..3624ee1b7c5
--- /dev/null
+++ b/.changeset/retry-run-start-on-connection-error.md
@@ -0,0 +1,5 @@
+---
+"@trigger.dev/core": patch
+---
+
+Transient connection errors when a run starts are now retried for longer, so a brief connectivity blip no longer sends the run back through the queue and delays its first attempt.
diff --git a/packages/core/src/v3/runEngineWorker/workload/http.ts b/packages/core/src/v3/runEngineWorker/workload/http.ts
index 43328b7244c..02e5d80b911 100644
--- a/packages/core/src/v3/runEngineWorker/workload/http.ts
+++ b/packages/core/src/v3/runEngineWorker/workload/http.ts
@@ -165,6 +165,15 @@ export class WorkloadHttpClient {
           ...this.defaultHeaders(),
         },
         body: JSON.stringify(body),
+      },
+      {
+        retry: {
+          minTimeoutInMs: 1000,
+          maxTimeoutInMs: 10_000,
+          maxAttempts: 6,
+          factor: 2,
+          randomize: true,
+        },
       }
     );
   }