Wherever Bill Simmons is, he’s obsessed with helping his team win. During 14 tumultuous years as a creative force at ESPN, that meant launching a slew of influential projects that blended sports and pop culture—including the documentary series 30 for 30, the podcast The B.S. Report, and the multimedia blog Grantland. Today, it means growing his own company, The Ringer, into a major player in the media landscape, with over 50 sports and pop culture podcasts. From his earliest days as one of the most popular sports writers in America, Bill’s journey has had all the drama and conflict of a memorable game, with plenty of good and bad behaviors to learn from…including his own.