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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If you don't mind switching to Tidal, you can do that with Plex. Otherwise, I don't think it's possible.
This is correct. It's not a Spotify feature.
It is a feature on Apple Music, but it's only possible to upload the music from the Mac app (in my experience).