Selfhosted
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As someone who just learned about Caddy, could you elaborate?
You usually want less integration, not more. Simple self-contained things. Nginx is good at that. That's also why you don't want to use Nginx Proxy Manager or Certbot's Nginx integration etc. It first looks like they make it easier, but there is too much hidden complexity under the hood.
Also, sooner or later you will run into some software that you would really like to try, which is only documented for Nginx and uses some sort of image caching or so, that is hard to replicate with Caddy etc.
Not sure I agree about proxy manager. Anything you need to access is in the gui. You can easily add advanced configs to the entries. Been using it for 5 or so years, and there hasnt been anything I was missing from using straight nginx before that.
The benefit of using config files is easy version management via git.
Makes it easy to rebuild from scratch and easy to rollback a change that breaks something
Fair enough. I manage the same by backing up the vm its on.