Webhooks are not a struggle conceptually. They are a struggle operationally IMO.

In amy case why does a dev need to understand a (yet another) poor DX complex API (stripe) in addition to the other 20 they need to deal with. What is wrong with taking something off the plate. It is like daying dont use high level languages, use Rust, don't use a library to make http calls roll your own etc.

I think Stipe is one of the best designed APIs I ever had to work with.

But to reply to your point, there is no way out of this. You either understand the tools you work with, or you end up vendor locked to tools like vercel/next (the target audience of OPs tool, as it seems), which promise simplification, but end up being their own monsters.