It all depends on how complex your setup is. Caddy isn't just easy to setup, it is easy to setup every part of it until you reach the end of its functionality.

I can set up both nginx and apache (and get paid for it), I've automated LE for new sites via ansible, etc. Nowadays if I can do with caddy, I just use that and proceed to the next task. Also remember that easy (and short) configuration means easier maintenance.

Devs also love it, they can develop locally using advanced functionality (e.g proxying an API that doesn't provide CORS).