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 haven't seen it mentioned here but you can use Plexamp along with multi-scrobbler attached to a service like listenbrainz or last.fm. This will record what you listen to and help come up with personalized recommendations.
My player (Roon) does not support ListenBrainz scrobbling and it's always really bothered me. I just set multi-scrobbler up and I'm so happy. Thanks for linking it!
OP, if you don't mind paying and self-hosting I highly recommend Roon / Roon ARC.
Another thanks for the recommendation on multi-scrobbler. I was trying to find a method for filtering which devices/players in Plex would scrobble to last.fm, and that did the trick. I just had to configure a filtered notification in Tautulli to send to multi-scrobbler and then to last.fm.