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Cool Dad Job: President of Chicago

Latest Cool Dad Achievement: Dropping The Big Day, an unexpectedly upbeat mainstream rap album.

Watching Chance judge up-and-comers on the Netflix talent show Rhythm + Flow, it’s clear not only that the man recognizes artistry, but that he’s keenly aware of that specific space in which artistry and commerce collide. Chance is not exactly a rapper’s rapper. But he’s not a cornball, either. He’s an operator and a self-made man. He’s a guy who understands what other people bring to the table and what he does. No wonder SNL has opted to have him pull double duty, hosting and performing on the show. In tackling that challenge, he joins auspicious company (Ray Charles, Paul Simon, Donald Glover). Don’t bet on the guy to miss a punchline.