Same reason people pay for windows instead of using Linux for gaming. You can accomplish the same task on both but one has more support and is more mature.
Plex has more quality of life features than jellyfin. And for most, that is worth the cost and closed source nature of Plex.
If you’re happy with jellyfin there is no need to switch. Especially to free Plex.
You should put a smart plug on your remote server with the bios setting to always power on after power loss.
This won’t help you if you’ve fucked up network settings, but it’s a life saver if your computer locks up or doesn’t come back.
Turn off the smart switch, wait a few seconds and turn it back on again, your computer should start back up.