I’ve been doing Linux server administration for 20 years now. You’ll always have to duckduckgo things. You’ll never keep it all in your head, even just a single server with a handful of services. Docker and containers really isn’t too hard. Just start small and build from there. If you can learn how the chroot command works, you’ve pretty much learned docker. It’s just chroot with more features.
I came back to Gentoo after years of Kubuntu. Once they forced snap down our throats and started pulling other weird crap I knew it was time to make a change. I came back to Gentoo and it’s been pretty great. Still a few things to iron out on my laptop installs, but it’s great for my home server.