The Importance of Being a Preppy

Josh: "I have broken you down from a hipster and rebuilt you into a preppy" Josh: "You are reborn. Chuck, I am prepared to eat an alligator." Do you want penny loafers more than you've ever wanted anything in your life? With pennies in them. But first, do you want these penny loafers? Watch the full interview at 9 p.m. ET on CNN.