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My experience is it’s really a lot of work and with the prevalence of letsencrypt, there is not a lot of automated setups for this use case (at least that I have been able to find). It is kind of a pain in the ass to run your own CA, especially if you plan to not use wildcard and to rotate certs often. If you use tailscale, they offer https certs with a subdomain given to you:
That’s honestly what I’m moving towards.
I realise that it is more work than using Let's Encrypt, but this is a personal choice I'm making to not use a public domain for my internal network. I also do not like the idea of tailscale having access to my domain names, but then again, I'm likely not going to use Tailscale at all.
No judgement here. I think it’s a worthy goal just not one I am particularly interested in at this point. Maybe if the automation was a bit easier and the mobile device management was easier I might join you.
From where I sit, not a lot of reason to do it. It’s a bigger pain to deal with your own CA than to just use LE.