SideGuy North County San Diego
TL;DR: Stripe webhooks work when Stripe can reach the registered endpoint, the endpoint is subscribed to the right event types, signature verification uses the raw body and `whsec_` secret, and the handler returns a 2xx quickly. Per Stripe webhook docs, Sept 2026, local testing should use `stripe listen --forward-to localhost:4242/webhook`.
Operator Problem Guide

Stripe Webhook Not Working

Quick answer: open the endpoint in Stripe Workbench, confirm the URL and selected event types, then check delivery attempts. For local work, keep Stripe CLI open and forward to the exact local POST route; for production, use HTTPS and return 200 before slow downstream processing.

Why This Happens

What To Check First

When To Escalate

FAQ

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.

💬 Text 858-461-8054
Still not sure what to do?
Text PJ — real human, honest answer, fast. No sales pitch.
💬 Text PJ — 858-461-8054
Looking for business help?
Payment Processing Help
Read the Guide 💬 Text PJ
Text PJ · 858-461-8054

🔥 Featured Guides

Auto-refreshed from the live Problem Map. Strongest pages pull internal authority.
💬 Text PJ
Authority Loop (compounding links)
Operator Problem Guides | SideGuy Solutions SideGuy Solutions — Clarity Before Cost &m SideGuy Operator Hub · San Diego AI Automation Master Guide · SideGuy San Diego

See Also — Related Clusters

Need Help Solving This?

SideGuy exists to provide clarity before cost. If you're stuck or unsure what to do next, text PJ and get a real human answer.

📱 Text PJ

No pressure. Just clarity.

Helpful Tools

SideGuy research tools help operators make smarter decisions.

Verified Operators

SideGuy connects people to trusted local operators.

Need a recommendation? Text PJ

SideGuy Guides

Some problems require deeper explanation.

Premium SideGuy guides coming soon.

Seen this before — usually one of these:
• Check your Stripe dashboard for failed charges
• Look for webhook errors or timeout issues
• Verify bank account and payout settings
Not sure? I'll look at it with you →
PJ
▶ Play intro
👇 Tap me
How this works
Google brings the question.
PJ explains it simply.
You decide what to do next.

Related guides

Ready to start? → Operator Audit · $250 · 3-5 days · operator-honest signal-quality audit · credited if you upgrade · text PJ at 858-461-8054.
💬 Text PJ