David Letterman
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David Letterman joins the show and reflects back on his early career and explains why he thinks the high time for the art of comedy is now. He discusses family and fatherhood, the cost of success, and how he dealt with his depression. He also talks about “My Next Guest Needs No Introduction,” his Netflix series for which he has interviewed everyone from Jay Z to Howard Stern. And he shares a surprising obsession, who he’d love to do a Freaky Friday life swap with, and his thoughts on whether comedians can ever really be friends.