Stripe Webhook Not Working
A Stripe webhook that is not working in 2026 — meaning events are not arriving at your endpoint — is almost always one of three things: the endpoint URL is wrong in the Stripe Dashboard (typo, wrong environment, protocol mismatch), your server is not publicly reachable (running on localhost without a tunnel like ngrok, or behind a firewall blocking Stripe's IP ranges), or Stripe has marked the endpoint as disabled after too many consecutive failures.
Why This Happens
- Configuration gaps between tools or services
- Missing integrations or manual workarounds that weren't designed to scale
- Changes in vendor behavior, pricing, or API that weren't communicated clearly
What To Check First
- Verify your current setup matches the vendor's latest documentation
- Look for recent changes — platform updates, new team members, configuration drift
- Check if the problem is consistent or intermittent (different root causes, different fixes)
When To Escalate
- The problem is costing you money or customers per week
- You've spent more than 2 hours on it without progress
- A vendor quoted you more than $500 and you're not sure if it's necessary
Dealing with this right now?
Check endpoint health: Dashboard → Developers → Webhooks → [endpoint] → see if it shows "Disabled" status. Stripe automatically disables endpoints that fail 100 consecutive delivery attempts. Re-enable it and fix the underlying issue before re-enabling, or the endpoint will be disabled again quickly. For local development: use the Stripe CLI (`stripe listen --forward-to localhost:3000/webhook`) which creates a secure tunnel and also logs every event in real time — much faster than debugging in the Dashboard.
