Yeah, I think that's a fine analysis. I don't think Caddy cares that it's not the "right way" if it solves problems for some people. It is certainly easier than certbot and nginx for cases where you have one VM that you play with as though it's a pet. And a lot of people treat their production environments that way, so it does solve a problem.
The next problem that people will run into is that because they can't reliably run multiple "things", they won't have a monitoring stack to tell them that certs aren't renewing. But, maybe nothing bad will happen and it won't be a problem. "Hope is not a strategy" if you're a Google SRE, but people do pretty OK with hope in the real world ;)
The next problem that people will run into is that because they can't reliably run multiple "things", they won't have a monitoring stack to tell them that certs aren't renewing. But, maybe nothing bad will happen and it won't be a problem. "Hope is not a strategy" if you're a Google SRE, but people do pretty OK with hope in the real world ;)