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Ever since the introduction of iTunes and the 5-star rating system, I've heavily used the feature to organize my library.

When migrating to Catalina (and thus retiring iTunes), will the star ratings I've set over the last 15+ years be preserved and still usable?

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Yes, but it's disabled by default. I had the exact same question and found the answer here (screenshots included):

The Music app won’t show the iTunes Store or your star ratings by default. You can re-enable these features by clicking on Music > Preferences then enabling “iTunes Store” and “Star ratings” on the General tab.

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  • At least it isn't hidden in a 'defaults write com.apple...' type setting (e.g. half-stars) and is a visible checkbox!
    – bjb
    Dec 30, 2019 at 1:11

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