I got Jellyfin up and running, it’s 10/10. I love this thing, and it reinvigorated my love for watching movies. So I decided to tackle all the other services I wanted, starting with Paperless-ngx…
What a nightmare. It doesn’t have a Windows install so I made an Ubuntu VM. Don’t get me started on Ubuntu. I just spent about 12hrs trying to get Portainer to cooperate and had to give up. I tried just installing Paperless the “normal way” and had to give up on that too.
My point: if you’re getting started selfhosting you have to embrace and accept the self-inflicted punishment. Good luck everybody, I don’t know if I can keep choosing to get disappointed.
Edit: good news! Almost everything I wanted to do is covered by Jellyfin which can be done in Windows.
I get where you’re coming from, really. I’ve been disappointed by Linux for years with the learning curve and random errors that no one can help with. I’d take a long break from anything server related and then once you think your ready to come back, go watch some videos that give you inspiration like Techno Tim. Try to make a game plan and stick to it. Use standard stuff like Debian and Proxmox for software and to get a head start try this. Wish you all the best mate.