Use MusicBrainz Picard. The MusicBrainz database is probably the best there is, and it does a good job of automatically tagging your music. Once tagged, every

Use MusicBrainz Picard. The MusicBrainz database is probably the best there is, and it does a good job of automatically tagging your music. Once tagged, every file will have a unique musicbrainz_trackid (UUID) in its metadata, which can be used to recover/update the metadata associated with the track automatically from the database, which is constantly updated (and to which you can contribute if it is missing metadata for your tracks). You can configure Picard to arrange files and rename them however you want. It has some simple scripting functionality so you can name things conditionally based on the presence or absence of metadata, etc. [https://picard-docs.musicbrainz.org/en/tutorials/naming_script.html https://picard-docs.musicbrainz.org/en/tutorials/naming_scri...] If you are concerned about privacy, you can run your own musicbrainz instance in a VM and download a copy of the entire database. Picard is extensible with Python. There's some existing plugins for generating playlist files.