Are.you able to identify what dns provider youa re using, as I read the error as being related to the cert resolver not being able to access the correct zone from the DNS provider. I am using cloudflare and the Caddy file looks pretty similar to mine, so I aren't sure the issue is there.
One other thing to try is to restarts caddy, I found that sometimes reloading my caddy file wasn't enough, and thing seemed to stay working after I restarted the docker image
Yeah, I had lots of service configured like that, and you are correct that it is awesome, however I have other services on other hosts (not on docker swarm either) so I needed to delve into file config quite often, and doing some web dev work, I had services that weren't dockerized, so I ended up creating dummy services (socat containers) to make them easy. It just got a bit frustrating and taking too much headspace, I was able to setup caddy in about 2 hours one evening, so I am pretty happy so far, and I can see all my hosts in a single file which is great ( I ended up with orphaned routes etc.. from containers I forgot about when I was testing things).
As you say, different people come at the same problem and come away with totally different views ( which is pretty great that there are enough option that we can all find something that works for our needs ).
I am aware of it, haven't needed to use it, but seems pretty powerful.
True, but if someone spends 5 hours changing there proxy ( + 10 hours figuring out what you broke and fixing ), then they might save a few minutes down the line configuring new services. self-hosting maths....
Would I be correct to assume you are using Backblaze PC backup rather than B2?
I presume this is in jest, but to be honest I feel like there is less risk of bad operators consuming my computing power and data when pirating than using legit services these days (ads, marketing, poor software etc...). I actually pirate content that I pay for as it gets all my content into a single location, and easily tracks what I have watched, and is better for taking it offline.