I use Jellyfin and when it works it’s great but a few small things make it totally unusable for a non-technical family member.
One thing is when it can’t see the server it doesn’t just say it can’t see it, it acts like the issue is you’re not logged in and then when you log in (having to type your password manually each time, on a TV) it then fails.
This is only really diagnosable if you can access both the client and server and is a complete failure and very tedious experience if you only have client access.
Feels like I experience this at least once a month so couldn’t ever set this up for family members remotely.