Rascoff, who served as CEO of Zillow Group for nearly a decade, stepped fully away from the company in 2020 to venture into the world of investing. In 2020, he established Supernova Partners, a special purpose acquisition company SPAC built to take a high-growth tech company public. In 2020, he also co-founded Pacaso, a service designed make second-home ownership more accessible to more homeowners. Pacaso has already secured $250 million in debt financing to purchase shares of homes.