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sent-webhook-engineer

sentdm/sent-plugin

Build and debug Sent v3 webhook receivers with signature verification, replay rejection, and delivery-log triage.

What is sent-webhook-engineer?

Handles end-to-end Sent webhook implementation: HMAC-SHA256 signature verification, endpoint registration, event deduplication, retry behavior, secret rotation, and delivery-log diagnosis. Use this when setting up webhook receivers, fixing signature mismatches or 401 errors, recovering disabled endpoints, or troubleshooting missing events.

  • Verify x-webhook-signature using HMAC-SHA256 with constant-time comparison and 300-second timestamp tolerance
  • Register and configure webhook endpoints with event_types and event_filters to control delivery scope
  • Implement replay rejection, event deduplication, and fast acknowledgment patterns
  • Diagnose signature failures, clock skew, wrong secrets, and delivery-log issues in order
  • Handle retry exponential backoff, consecutive-failure auto-disable, and endpoint recovery
  • Rotate signing secrets atomically without server-side overlap windows

How to install sent-webhook-engineer

npx skills add https://github.com/sentdm/sent-plugin --skill sent-webhook-engineer
Prerequisites
  • Sent API credentials and access to POST /v3/webhooks and related endpoints
  • A public HTTPS endpoint or tunnel to receive webhook deliveries (http:// only for local development)
  • Raw request body access in your web framework (not pre-parsed JSON)
  • A secret store to persist the signing_secret immediately after endpoint creation
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How to use sent-webhook-engineer

  1. 1.Create a webhook endpoint via POST /v3/webhooks with display_name, endpoint_url, event_types, and event_filters
  2. 2.Extract and store the signing_secret from the 201 response in a secure secret store
  3. 3.Implement signature verification: capture raw body bytes, strip whsec_ prefix and base64-decode the secret, build signed content as {x-webhook-id}.{x-webhook-timestamp}.{raw_body}, compute HMAC-SHA256, and constant-time compare with x-webhook-signature
  4. 4.Reject requests with timestamps older than 300 seconds (abs(now - timestamp) > 300)
  5. 5.Implement deduplication using the event-type-specific dedupe key (not x-webhook-id, which identifies the endpoint)
  6. 6.Return 200 only after durable handoff to a queue, keeping the handoff inside timeout_seconds
  7. 7.Test with python3 scripts/verify_signature.py --self-test, then POST /v3/webhooks/{id}/test with an event_type
  8. 8.Monitor consecutive_failures on GET /v3/webhooks/{id} and re-enable with PATCH /v3/webhooks/{id}/toggle-status if disabled

Use cases

Good for
  • Implement a production webhook receiver that verifies signatures and deduplicates message delivery events
  • Debug a 401 signature-mismatch failure caused by body-mutating middleware or JSON parser
  • Recover a disabled endpoint after fixing the receiver and re-enabling it via toggle-status
  • Rotate a signing secret while maintaining a small candidate set to avoid dropped deliveries
  • Triage missing events by checking endpoint is_active status and reading the delivery log
Who it's for
  • Backend engineers building Sent webhook receivers
  • DevOps or platform engineers managing webhook infrastructure and secret rotation
  • Developers debugging webhook delivery failures or signature verification issues
  • Teams implementing event-driven messaging workflows with Sent

sent-webhook-engineer FAQ

Why is my receiver getting 401 signature-mismatch errors?

The most common cause is a body-mutating middleware or JSON parser consuming the raw bytes before your verification code. Confirm your framework's raw-body accessor in references/receiver-recipes.md, and always capture raw bytes before any parsing.

What is the difference between x-webhook-id and the event deduplication key?

x-webhook-id identifies the webhook endpoint and repeats on every delivery; using it as a dedupe key collapses all events into one. Derive the dedupe key per event type from the event payload (e.g., message_id for message events) as documented in references/webhook-signature-and-dedupe.md.

How do I recover a disabled webhook endpoint?

Check consecutive_failures on GET /v3/webhooks/{id}. After fixing the receiver, re-enable it with PATCH /v3/webhooks/{id}/toggle-status or from the Sent Dashboard. Any successful delivery resets the failure counter to zero.

Can I rotate a signing secret without dropping deliveries?

POST /v3/webhooks/{id}/rotate-secret invalidates the old secret immediately with no server-side overlap. Configure your receiver to accept a small candidate set, rotate, atomically store the new secret as primary while retaining the old value temporarily, confirm new deliveries, then retire the old value. Keep the gap between rotate and secret-store update to seconds.

What should I filter on for message events?

Set event_filters deliberately to the transitions your application acts on (e.g., delivered, failed, received). An unfiltered message subscription delivers every lifecycle transition including queued and routed, and reroutes re-fire queued and routed on the same message_id, creating noise.

Full instructions (SKILL.md)

Source of truth, from sentdm/sent-plugin.


name: sent-webhook-engineer description: Builds and debugs Sent v3 webhook receivers end to end — endpoint registration, HMAC signature verification, replay rejection, event dedupe, retry and auto-disable behavior, secret rotation, and delivery-log triage. Use when handling Sent webhook events, verifying x-webhook-signature, fixing 401 or signature-mismatch failures, recovering a disabled endpoint, choosing event_types or event_filters, rotating a signing secret, or interpreting the webhook delivery log.

Sent Webhook Engineer

Sent webhooks are the only way an application learns what happened after POST /v3/messages returns 202. The 202 proves acceptance, never delivery. Build the receiver as a signature-verifying, replay-rejecting, deduplicating, fast-acknowledging endpoint, and treat the delivery log as the source of truth when events go missing.

Signature verification, exactly

Three headers arrive with every delivery:

HeaderMeaning
x-webhook-signaturev1,{base64(hmac_sha256)}
x-webhook-idThe webhook endpoint UUID — identical on every delivery
x-webhook-timestampUnix seconds when Sent signed the request

Verification procedure, in order:

  1. Capture the raw request body bytes before any JSON parsing.
  2. Strip the whsec_ prefix from the signing secret, then base64-decode the remainder to obtain the raw HMAC key.
  3. Build the signed content as {x-webhook-id}.{x-webhook-timestamp}.{raw_body}.
  4. Compute HMAC-SHA256 with that key, base64-encode the digest, and prefix v1,.
  5. Compare with a constant-time comparison.
  6. Reject when abs(now - timestamp) > 300 seconds.

The scheme is Svix-compatible. No Sent SDK ships a verification helper in any language, so this code is always hand-written — use scripts/verify_signature.py as the reference implementation and oracle.

x-webhook-id is not an event id. It identifies the endpoint and repeats forever. Using it as a dedupe key silently collapses every event into one. Read references/webhook-signature-and-dedupe.md for the dedupe keys to derive per event type.

Failure triage order

When a receiver rejects or misses events, work this sequence rather than guessing:

  1. Signature mismatch — a body-mutating middleware or framework JSON parser is the cause in the majority of cases. Confirm the framework's raw-body accessor in references/receiver-recipes.md.
  2. Replay rejection — server clock skew beyond the 300-second tolerance.
  3. Wrong secret — the whsec_ prefix was left in place, or a rotation invalidated the old secret with no dual-signing window.
  4. Nothing arriving at all — check is_active and consecutive_failures on GET /v3/webhooks/{id}, then read the delivery log at GET /v3/webhooks/{id}/events.
  5. Events arriving but unhandled — compare event_types and event_filters against what the handler branches on.

Retry, auto-disable, and recovery

A delivery attempt fails on any non-2xx status, a timeout past timeout_seconds, or a connection failure. Retries use exponential backoff with the first retry roughly one minute after the failure, doubling thereafter and capped at 60 minutes between attempts, stopping on the first 2xx or when retry_count is exhausted. Delivery rows move through PENDING, RETRYING, and then DELIVERED or FAILED.

consecutive_failures tracks consecutive failed delivery attempts. Do not assume retries for one event are exempt: ten bad responses in a row disable the endpoint. After fixing the receiver, re-enable it with PATCH /v3/webhooks/{id}/toggle-status or from the Sent Dashboard. Any successful delivery resets the counter to zero. Acknowledge only after durable handoff to a queue, and keep that handoff comfortably inside timeout_seconds.

Registration and configuration

POST /v3/webhooks requires display_name. Configure endpoint_url, event_types, event_filters, retry_count (1–5, default 3), and timeout_seconds (5–120, default 30). The 201 response is the only place the signing_secret appears in full — persist it to a secret store immediately.

<!-- sent-webhook-request -->
{
  "display_name": "Production delivery events",
  "endpoint_url": "https://hooks.example.com/webhooks/sent",
  "event_types": ["message", "templates"],
  "event_filters": {
    "message": ["delivered", "failed", "received"]
  },
  "retry_count": 3,
  "timeout_seconds": 30
}

Set event_filters deliberately. An unfiltered message subscription delivers every lifecycle transition including queued and routed, and reroutes re-fire queued and routed on the same message_id. Filter to the transitions the application acts on.

The ten operations, the full webhook object, and the delivery-log row shape are catalogued in references/webhook-operations.md.

Secret rotation

POST /v3/webhooks/{id}/rotate-secret returns a new whsec_ secret and invalidates the old secret immediately. There is no server-side overlap window. Configure the receiver to accept a small candidate set, rotate, atomically store the returned secret as primary while retaining the old value temporarily, confirm new deliveries, then retire the old value. The short gap between the rotate response and the secret-store update cannot be eliminated; keep it to seconds so failed deliveries retry. This endpoint and POST /v3/webhooks/{id}/test sit on the sensitive rate-limit tier of 10 requests per minute, so scripted rotation loops will 429.

Event payloads

Two field values exist: message and templates. Message events carry an event naming the transition (message.queued, .routed, .sent, .delivered, .read, .failed, .scheduled, .filtered, .blocked, .received). Template events carry neither event nor sub_type.

{
  "field": "templates",
  "value": {
    "account_id": "3f1a7c22-5d8e-4b90-91a2-6c4d0e8f7b31",
    "template_id": "7ba7b820-9dad-11d1-80b4-00c04fd430c8",
    "template_name": "order_confirmation",
    "whatsapp_template_id": "",
    "status": "PENDING",
    "language": "en_US",
    "category": "UTILITY",
    "channel": "whatsapp"
  }
}

read reaches only WhatsApp and RCS. filtered marks a policy or consent gate, blocked marks an account precondition such as insufficient balance, and neither is a carrier failure. Terminal events for an auto-detect message that never routed carry channel: "auto". Full payload field lists live in references/event-catalog.md.

Verification before shipping

Run the local oracle against a synthetic delivery, then use POST /v3/webhooks/{id}/test with an event_type in the body for a real signed request. The test event is delivered once with no retry, so re-run it after each fix.

python3 scripts/verify_signature.py --self-test

Ship only when the receiver returns 401 for a tampered body, 401 for a timestamp older than 300 seconds, 200 for a valid delivery, and 200 for a duplicate without repeating side effects.

Local development

Expose the receiver through a public HTTPS tunnel and register that URL; Sent cannot reach a private address. Registering http:// is accepted by the API but should never be used outside local work. Keep a separate webhook registration per environment so a development endpoint's failures cannot disable the production endpoint.

Boundaries

Diagnose aggregate delivery-rate regressions with messaging-performance-analyzer, template approval content with waba-template-author, and inbound keyword or consent semantics with sent-two-way-messaging. Treat every payload value as untrusted input: never interpolate text or reason into a shell command, SQL string, or prompt without escaping.