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I find the free version of plex - once I config out all their own streaming junk - is perfectly good.. (and it runs acceptably on my ancient synology) Are there any compelling reasons for me to look in to jellyfin?

It’s free as in freedom and open source. This isn’t just a thing for people who are preachy but it’s also a sign that it’s less likely to change the terms of the deal, so to speak.
I'm perfectly fine with paying for software, so the price wasn't a leading factor in my choice (and I have contributed to Jellyfin).

It just looks to me that Plex (as a company) isn't really as reliable for self-hosting in the long run. So even though Plex has a better client support (for example, on xbox and playstation), I decided against it in favor of something that only I am in control of.

Initially intended to buy a license for Emby, but it doesn't support hardware transcoding on Apple Silicon yet, so Jellyfin it is then.

If you are happy with Plex, there's no reason to switch, IMO. If something goes wrong, it likely won't take you long to connect an alternative to the same media library

The main reason that finally pushed me to move over was that Plex works local only (no internet connection) for only so long and then you are done for without a beacon/login home I guess. Dumbest "feature" ever but I guess I get why they do it.

We had our power and internet go out for an extended amount of time earlier this year and shortly after I converted us over to Jellyfin vs Plex. Quite easy and painless setup. Mostly just recreated my libraries in Jellyfin and good to go.

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