I have tried Tuta out, it’s fine from my very limited use, but kinda locked in in ways I don’t really care to pay for. Last time I saw it brought up some other folks were recommending mailbox.org. I don’t know about it too much, but might be worth looking into as well.

Amazing info, thank you for the response!

What are my realistic security concerns with a jellyfin server that I let friends and family watch while trying to minimize the troubleshooting and steps they need to take to get started?