What would I need to know or change when switching from Windows to Linux?

[txhammer68]

Just as a heads-up, I edited your post to remove mentions to things we don't allow to be discussed here unless they're part of an issue: https://forum.jellyfin.org/t-jellyfin-forum-rules
Please keep that in mind.

Ah, ok, thank you for the heads-up. Ok, so if I have my 50TB external drive connected to my mini Linux (latest Ubuntu LTS), how would I go about always making that hard drive accessible on my server, in Docker? I guess I will use Docker for JF since it seems it'll add a layer of security or whatever. I just now installed the latest Ubuntu LTS release and have a GUI with it. Default, barebones install. For namesake, let's pretend the drive's name is "Media". My other main question is how do I have certain programs auto-start anytime the system boots up?

Long time windows user switched to kubuntu 5 years ago
Try installing an Ubuntu LTS flavor in a virtual box first on your current windows installation. try some things , break some shit, try to fix it! better here than on your actual system!
LTS ~ long time support, meaning you get 3-5 years of support with base install, tradeoffs will be some apps will be out of date. but base system will be secure and stable. if that sounds good to you i would go that way , out of date apps can be updated with custom ppa repos or flatpaks
Yeah you can install kubuntu in 30 mins and get on the internet, easy, but if you are a windows power user, it will take you 3-6 months to get that proficient on ubuntu, but its worth it.
Linux gives you the control and power to do anything you can dream up with bash/python scripting to make things happen.
Stick with LTS distros to avoid cutting edge bugs and testing issues.
You can check out my kubuntu guide for desktop/media server usage
Good luck