Prompt

How do I make webhook deliveries retry automatically?

Technology / API Platforms1 observationLast seen Oct 5, 2026

Latest observation

Oct 5, 2026OpenAI APIWeb search: off

To make webhook deliveries retry automatically, you generally need to do three things:

  1. Return a failure status when delivery fails

    • If your webhook consumer can’t process the event, respond with a non-2xx HTTP status code:
      • 500, 502, 503, 504 for server issues
      • 400/422 only if the payload is invalid and should not be retried
    • Most webhook providers interpret non-2xx as “retry later.”
  2. Have the sender implement a retry policy

    • Configure the webhook producer (the service sending the webhook) to retry on transient failures.
    • Common retry pattern:
      • exponential backoff
      • jitter
      • max retry count or max time window
    • Example:
      • retry after 1 min
      • then 5 min
      • then 15 min
      • then 1 hr
      • stop after N attempts
  3. Make your handler idempotent

    • Retries can cause duplicate deliveries.
    • Include and store a unique event ID, and ignore repeats if already processed.

Typical setup

On the receiver side

  • Process quickly
  • If processing is long, acknowledge first and queue work
  • Return 200 OK only when you’ve safely accepted the event

On the sender side

  • Retry on timeouts and 5xx responses
  • Do not retry on most 4xx responses
  • Include a delivery attempt counter if possible

Example retry behavior

If the webhook endpoint returns 503, the sender should:

  • wait a short interval
  • resend the same payload
  • keep retrying until success or retry limit is reached

If you’re using a specific platform

The exact steps depend on the system:

  • Stripe / GitHub / Shopify / Slack / Twilio, etc. each has its own retry rules and settings
  • Some platforms retry automatically and let you configure only the endpoint behavior
  • Others provide dead-letter queues or manual redelivery tools

If you tell me which webhook provider or framework you’re using, I can give the exact configuration steps.

Observation history

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