Kevin Rose is one of the most recognizable individuals in the startup world. As a founder, he and his team created the news aggregation site Digg, which became a household name, putting him on magazine covers around the world and creating an iconic brand in Silicon Valley — but it wasn’t a story that ended in champagne and ringing an IPO bell... As an investor, his list of angel investments is next to impossible to beat: Twitter, Facebook, Square, and NextDoor to name a few. He also was podcasting back in 2004 when the world was still just learning how to pronounce the word iPod... so suffice it to say, if he is into it, there’s a very likely chance it’s about to become a very big deal. He is not only incredibly honest and open about his successes and failures, but he’s enthusiastically trying to get others to share just as openly. We go below the line on what it’s like to build something to hundreds of millions of dollars to then see it crumble, on how we tend to overcorrect after failure, the necessary side of experiences that help us mature, spouses and their integral part in the equation as an entrepreneur, and more. Enjoy this episode with the incomparable Kevin Rose.