The Rubin Report

Dave Rubin of “The Rubin Report” talks to the “All-In Podcast’s” Jason Calacanis about the origins of podcasting and how it evolved from blogging; his obsession with mastering every part of media production for independence; the early days of podcasting before mainstream adoption; the influence of figures like Howard Stern, Adam Curry, and Tom Green on new media; the emotional impact and asymmetrical intimacy of daily podcasting; how fame in podcasting differs from traditional celebrity; his extroverted nature and unique connection with fans; investing in startups like Uber and Robinhood with high risk but massive returns; his “mutant” ability to spot winners in angel investing early, like Uber's Travis Kalanick; how he looks for founder traits like intensity, awkwardness, and deep conviction; why his childhood poverty in Brooklyn fueled his drive for wealth and control; the emotional moment when he became financially secure; the dangers of post-exit depression for entrepreneurs; how true freedom comes from b