Kyle Dunnigan was saved from a midlife crisis by Instagram. He explains to Marc how he bent the social media platform to suit his comedy as they both discuss the challenges of facing down middle age. Kyle takes Marc all the way back to when he was a young song-and-dance-man in high school who got suspended for doing a stand-up routine at the talent show. Kyle also talks about the conditions surrounding his high-profile writing jobs, first writing on Sarah Silverman’s show after the two of them had broken up and then being in the middle of a joke-stealing controversy while writing for Amy Schumer. This episode is sponsored by the New York Times Crossword App.