I enjoyed season 4 as well, particularly in the original format. Season 5 on the other hand, I have no idea what that was.
Notamoosen
Just adding that the base level is free up to 5 users is you want to sample it a bit before paying for more features.
It can definitely feel overwhelming, so start simple. Install a basic well known distro; I'm partial to Fedora, but Ubuntu is also a great choice. You'll learn a ton just by using it day in and out for typical tasks. If you need help reach out to the community. If anyone comes off as rude I recommend just ignoring and blocking them. Using it will eventually come to feel second nature like MacOS or Windows. Enjoy!
If you've purchased any videos via iTunes, be sure to link it to Movies Anywhere so you can watch them on your Android. Most movies are supported except those from Paramount, last I checked.
For comparison purposes nextcloud.com offers a solution as well.
Just a few years ago I ran into a "mission critical" Windows 98 machine. It was running some custom database written in BASIC. All options to move the data to a modern machine and DB were deemed too expensive.
I don't think it's necessary. There's ways to connect with people irl; taking a course for example. I do find social media can be useful for finding people with similar interests, but that doesn't require posting your whole life online.
I find roku to have the simplest interface for people to learn. Fill it with free channels like tubi and pluto. For your personal library I'd suggest jellyfin. Simple and free.
It depends on what you are trying to learn. If it's just using it as a desktop then it's more a matter of just using it for a while to change your muscle memory from Win or Mac.
If you're looking for more of a command line/server experience, most distros have excellent documentation. This may be a minority opinion, but I personally like Oracle Linux (a Red Hat clone) and their documentation; https://docs.oracle.com/en/operating-systems/oracle-linux/index.html
I also like FreeBSD which isn't technically Linux but very similar in a lot of regards. They also have excellent documentation; https://docs.freebsd.org/en/
Ultimately, which distro you wind up liking is entirely subjective and one of the great aspects of the open source world. Oracle in particular you may see a lot of hate towards, but I've always had good success with their products and support. Best of luck!
Bit of a side note; when I've had users with low storage and too many apps, I've had some success moving them to PWA's. Social media apps in particular seem to be storage hogs.