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Selfhosted
A place to share alternatives to popular online services that can be self-hosted without giving up privacy or locking you into a service you don't control.
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I'm going to just advise you to consider the nature here and if you really want to self host. Unless you really think you've put enough effort in to make sure your running HA and are prepared to support.
Consider when you may need this most, in an emergency where you ain't going to be troubleshooting with a family members health on the line.
IMO, I have zero interest in that level of responsibility.
Similar to atzanteol's reply, I appreciate the thoughtfulness you put in to this. Our use case is luckily not so severe as needing reminders for important tasks (medication, eating, etc)... yet. A dumb clock would almost meet our needs, save for the desire to leave notes about our interactions (remembering when we last talked/saw each other is the major stressor).
It's a very good question. There is a huge difference between hosting a Jellyfin server and a server being used to provide medical care. If Jellyfin is down people are annoyed they can't watch videos. If this server is down somebody might miss their meds.