Spencer Rascoff

Spencer Rascoff is a highly influential figure in the tech and venture capital landscape, best known as the co-founder and former CEO of Zillow Group, as well as a co-founder of Hotwire and Pacaso. Leveraging his extensive operational experience in building and scaling multi-billion dollar consumer internet companies, Rascoff has transitioned into a prolific angel investor and venture capitalist. His investment philosophy is deeply rooted in supporting early-stage companies, often at the seed or Series A stages, where his strategic guidance and network can provide significant value.

Rascoff's investment portfolio primarily focuses on sectors where he possesses deep domain expertise, including proptech, consumer internet, online marketplaces, and software-as-a-service (SaaS). He is particularly drawn to disruptive business models that leverage technology to solve real-world problems or create new markets. His track record includes early investments in notable companies such as Opendoor, Convoy, MasterClass, and Rover, demonstrating a keen eye for identifying future market leaders. As of early 2024, his personal investment portfolio reportedly includes over 100 investments, with more than 20 successful exits, underscoring his consistent ability to pick winners.

Beyond his personal angel investments, Rascoff co-founded 75andSunny Ventures alongside Greg Waldorf. This early-stage venture fund further solidifies his commitment to nurturing nascent companies. 75andSunny Ventures typically targets seed and Series A rounds, aligning with Rascoff's individual investment strategy. Through both his personal capacity and the fund, Rascoff often provides initial checks ranging from approximately $100,000 to $2,000,000, depending on the stage, capital needs, and his level of conviction in the founding team and business model. His involvement often extends beyond capital, offering mentorship, strategic advice, and access to his vast network in the tech ecosystem.