Since his mixtape debut in 2008, Kid Cudi has treated his career like a jungle gym. He playfully explored the fusion of hip-hop and indie on his infectious, desolate breakthrough single “Day ‘n' Nite,” before signing to G.O.O.D. Music to become one of Kanye West's most valued collaborators. In the ensuing years, Cudi's music has grown increasingly ambitious. He's swung from the psych rap of the Man on the Moon albums to the free-form garage rock of double album Speedin' Bullet 2 Heaven, always taking listeners on a wild, unpredictable ride.