Lex Friedman's journey into the world of comedy podcasting was not traditional. He talks with Will about growing up in an observant Jewish household in Pennsylvania, his love of Weird Al, His dream of writing for SNL, sending postcards of jokes to Jay Leno, his time with the Groundlings in LA, his early exposure to tech podcasts, and developing ad selling skills on his own leading to his current position as Chief Business Development Officer at Stitcher and Host of Earwolf's The Wolf Den.