Austin McChord built Datto from a dorm room into a billion-dollar company without an elite education background, then became a venture investor at Outsiders Fund where he backs founders outside traditional tech hubs and typical investor archetypes. Unlike most VCs who are former operators, he actively runs companies while investing—currently serving as CEO of health-tech company Casana alongside his Managing Director role—giving him real-time experience with the challenges founders face. Austin McChord built Datto from a dorm room into a billion-dollar company without an elite education background, then became a venture investor at Outsiders Fund where he backs founders outside traditional tech hubs and typical investor archetypes. Unlike most VCs who are former operators, he actively runs companies while investing—currently serving as CEO of health-tech company Casana alongside his Managing Director role—giving him real-time experience with the challenges founders face.