This guide explains the problem of webhook configuration keeps disconnecting — what causes it, what to check, and when it's worth spending money to fix it.
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?
Text PJ a quick description — real human, San Diego, straight answer.
