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> Something about systems evolving to a level of complexity/sophistication until they collapse under its own weight...

To my knowledge the nginx config hasn't gotten more complex.

I don't know caddy but I suspect it's just simpler.



Yeah, what's happened here is that Caddy is optimized for the most common use cases and gives them a "happy path." This simplicity is only possible in a world where something like nginx (and apache httpd before it) exists and people can figure out what the "happy path" should even be.




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