The decision
Webhook delivery can fail because of network problems, unavailable services, or rejected data. Plan retry, duplicate handling, and recovery before connecting production workflows. A notification should not disappear without a way to find and resolve it.
In practice
An order event may arrive more than once after a retry. The receiving system should avoid creating a second order or payment action. Preserve enough context to investigate failed delivery while keeping sensitive payloads appropriately protected.
- Define retry limits, event identifiers, monitoring, and a recovery queue.
- Test temporary failure, repeated delivery, and permanently invalid data.
- Assign an operations owner for events that require correction rather than another automatic attempt.
When to take the next step
Plan recovery before the integration processes live transactions or requests. Test repeated delivery and a permanent rejection, then confirm that both have safe outcomes.
Questions clients ask
Are retries enough?
No. Invalid data and persistent failures need a reviewed recovery path.
Why can the same event arrive twice?
Delivery systems may retry when they cannot confirm receipt, so receiving logic should tolerate repeats.

