Webhook Retry

Webhook retry is the mechanism by which a service re-attempts delivery of webhook notifications when the initial request fails. Failures include network timeouts, HTTP error responses, or destination unavailability. One approach is exponential backoff-increasing the delay between attempts (e.g., 1s, 2s, 4s, 8s)-with a maximum retry count or time window. Stripe's documentation (as of October 2026) describes retries for up to three days with exponential backoff in live mode, and Slack's Events API documentation (as of October 2026) describes up to three retries: nearly immediately, after 1 minute, and after 5 minutes. Dead letter queues store permanently failed deliveries for manual inspection. URL shortening services use webhooks to notify integrations about click events, link creation, or abuse detection. Retry logic reduces the chance that downstream systems miss these notifications. Services should expose retry status, allow manual re-delivery, and provide webhook delivery logs for debugging integration failures.