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Re:CDs Curated by Steve Jobs and the iPod Team (2016) by microtherion on Tuesday May 21, 2019 @07:03PM (#19976041)
As the article says, Apple bought 1 physical copy of these CDs for each iPod they pre-loaded to be on somewhat more solid legal footing. Digital rights would have had to be negotiated on a case by case basis, and at least for the Beatles records, Apple had a bad relationship with the copyright holder at the time.
Re:CDs Curated by Steve Jobs and the iPod Team (2016) by teh_klev on Tuesday May 21, 2019 @07:19PM (#19976147)
Or maybe rap/hiphop just wasn't Job's bag.

But it's not beyond the possibility that given the new format (yeah I know), there were possibly contracts explicitly for certain mediums (CD/vinyl) and some artists either didn't respond to contractual updates, or just plain said "no way".