Jim sits down with hip hop artist and auto enthusiast T-Pain to discuss their love for cars. T-Pain, co-founder of Nappy Boy Automotive, talks through his custom car collection and explains his philosophy of combining new technologies with classic aesthetics. The conversation covers T-Pain's newfound love for drifting after learning from world-champion drifter Vaughn Gittin Jr., how to pair the right music with the right ride, and the similarities between the automotive and music industries.