iTunes Alternatives & Managing Metadata

Although I’m a Mac user, Apple software tends to be quirky. I’m looking for an alternative to iTunes, a media library player that is compatible with ALL file types, can easily be linked to music in an external drive, and is compatible with smartphones. iTunes had failed me in all of these regards; although it’s possible, it’s quirky.

Also, can anyone recommend metadata tagging software that can be used to automatically identify the name of the artist, album, song, etc? Since I manually moved my music library outside of iTunes, all of that data was stripped away. I know need to either manually re-tag everything or to find a way to do it automatically.

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