I use Ubuntu Server on all my headless stuff. It's boring, in the best way possible. I install it and set it up, run `apt-get update && apt-get upgrade` occasio

I use Ubuntu Server on all my headless stuff. It's boring, in the best way possible. I install it and set it up, run `apt-get update && apt-get upgrade` occasionally (I should enable unattended upgrades but I haven't), and otherwise don't have to think about it at all until it's time to upgrade to another LTS 2 years later. Those LTS to LTS upgrades are kinda painful, but not unexpectedly so, considering you're catching up to the past 2 years of evolution in the whole ecosystem at once. On personal computers, I hate that model, but on servers, I'd much rather spend up to a day or two fixing stuff at a time of my own choosing once every two years, than spend less time fixing random issues which crop up at random intervals during a routine apt-get upgrade.