It's Hard to Stay Motivated
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.
also Ubuntu will add more complexity to things, Debian will cover most of what you need.
I wish I knew this before I started.
But my headless Ubuntu is working now, so I am not changing it.
Don't rush it. You will have plenty of opportunities to change into Debian when your Ubuntu stops working.
Be me whose server is on Ubuntu 18.04 and needs upgrading to get Bluetooth into home assistant ðŸ˜
I made my jump from Ubuntu Server to Debian when I containerized everything onto a single proxmox machine.
For what it's worth, I usually install Ubuntu Server instead of Debian because it comes with a few more things out-of-the-box that I would install anyway. I have several installations of 22.04 that have been upgraded since 16.04 and they work no problem. (I also have a few Debian installations working similarly well.)