I'm currently a Plex user and access it from Apple TV's. I find this is a smooth and stable experience that everyone in the house enjoys and is comfortable. I also use PlexAmp on laptops, mobile and CarPlay.

I am interested in Jellyfin and am wondering if I can expect any hurdles or rough edges moving over?

EDIT: Thanks all for the great feedback and suggestions. I think I will give it a try in parallel with Influx and see if it's worth the $100 lifetime purchase.