Just turned a Win10 machine into Ubuntu not too long ago. It took all day, broke several times, and still has issues booting remotely. It is getting easier, but a 30 minute Windows install with a few button presses is still easier, unfortunately

I have remote users, and I’m hosting several services through it. It wouldn’t be pretty, but we’d survive

Fair enough

This is the first I’ve heard of Tailscale=/=infallible. As a long-time user, should I switch to a different setup?

Thanks! I bookmarked your comment, and I’ll look into it

These are the niche things I subscribe for. I need guides

If you look up “Dr. Frankenstein Discord” you’ll find the community that helped me get familiar with Docker. As in, several people held my hands for about 2 weeks non-stop. I can’t tell you enough how much I love that group. But containers aren’t the only way to go.

I hear people talking about Proxmox a lot, and it seems (as far as I can tell) to be one of the easiest platforms for hosting many services one a machine. Next computer I set up, I’ll be going that route.

Regardless of how you do it, the knowledge base and skills mostly transfer like a Venn diagram. The most important pieces to get started are hardware and patience. Everything else can be solved with online teamwork