S2 E52: Jay Leno and $35,000 in a Brown Paper Bag

Dennis is joined in studio by Jay Leno who talks about the upcoming fifth season of his CNBC show “Jay’s Garage”, why he feels like he got out of late night TV at the right time, what he thought of Letterman early in his career, and how he used to plan stage time around a job he had driving Rolls Royces between Boston and New York. He and Dennis also reminisce about the early days and some of the other comedians they worked with, which leads to a surprising conversation about head wounds. Then, Dennis, Christian and Lindsey listen to some voicemails, which leads to conversation about Juan and Julian Castro, Alaska, Shakespeare, whether Shakespeare in Love is the worst Oscar winner ever, Shake Shack, Luby’s, a listener who swallowed a bug and much more! Learn more about your ad choices. Visit podcastchoices.com/adchoices