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In regards to media server, may want to go with Plex over Jellyfin as you will find it much easier for those users who are not as technical and will offer support to far more devices which sounds like what you are looking for.
I don't think that holds true anymore nowadays.
They added so much bloat to Plex that I constantly got asked where is X and do I need to pay for Y? When they started mixing online content with local libraries in all apps things got annoying because my older family members could not differentiate between them. Since there's no server setting for this but only app settings I had to disable them for every device they use. Rinse and repeat every few months when they added another shitty service nobody asked for.
This and that I couldn't access my library without internet connection were the things that drove me to Jellyfin.
Yeah, I had plex forever and I spend way more time on the phone with people trying to explain how to use it's god-awful UI than I ever did on regular tech-suport. Plus it made me cringe every time I had to use it. One day I tried Jellyfin and instantly knew I could never go back.
I'll admit, though, that Plex has better support for more platforms which is super nice.