Ben Lerer spent his 20s co-founding Thrillist, a local recommendation site for “civilized bros.” He's now the CEO of digital holding company Group Nine, which is a merger of four brands: Thrillist, The Dodo, video news network NowThis, and Discovery’s science site, Seeker. The process was messy and difficult. But they got it done, and Discovery invested about $100 million in Group Nine. Lerer told Business Insider's Editor-in-Chief Alyson Shontell how he went from a self-described “decently spoiled kid” to a digital media mogul on this episode of “Success! How I Did It.”