Self-professed music nerd Questlove has compiled an incredible discography of music as a drummer and leader for The Roots, putting an encyclopedic knowledge of music and its history to help create a new genre of collaborative, big-band hip-hop. He’s also a very busy DJ and has recently started teaching music classes at NYU. Vanity Fair sat down with the Philly legend to talk about his process, both in the classroom and the booth. Questo reveals some great behind-the-curtain moments, including a little mini-lesson on Michael Jackson.