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Even within the subcategory of hip hop/rap it seems there's some bias towards more current artists vs artists from the 90s & 00s.

Is that just because there is a natural bias towards more contemporary artists?

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The bias is the critics who make the list aren't dead yet and humans have a tendency to revere music not based on some aesthetic appeal, but the way it reminds them of who they were at the time they first heard that record. So music criticism has a natural tendency to move by age cohort.

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