The prolific sportswriter joins the show to discuss his illustrious writing career. Pearlman tells Ariel about the moment he knew he wanted to be a journalist and the 1999 incident that helped take his writing career to new heights while he was at Sports Illustrated. Then, Pearlman talks about his transition to writing books, the art of biography writing, how many more books he hopes to write, what still motivates him, and the surprising answer to what he hopes his legacy is.

Jeff Pearlman is an American sportswriter. A former senior writer for the prestigious Sports Illustrated, Pearlman is most known for his work as an author. He has written nine books, six of which have appeared on The New York Times' bestseller list. One of his books, Showtime, has recently been made into a docuseries which is airing now on HBO. It's titled Winning Time, and it focuses on the unforgettable 1980s Los Angeles Lakers.

Pearlman is also the co-host of the Two Writers Slinging Yang podcast and the writer behind one of Ariel's favorite Substack pages.

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Theme music: "Frantic" by The Lovely Feathers