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Zillow Co-Founder Shares a 'Misunderstood' Truth About Starting, Funding and Selling Your Company Now that he runs a venture fund himself, Spencer Rascoff is sitting on the other side of the table, and he sees what founders get wrong when pitching investors.

By Nicole Lapin

This story appears in the March 2024 issue of Entrepreneur. Subscribe »

Courtesy of 75 & Sunny Venture

Want to start, fund, and sell a major company? Spencer Rascoff has some advice on that — because he's seen it from all sides.

As a founder, he first cofounded the travel-booking site Hotwire, which he sold to Expedia. He then cofounded Zillow, which helped reshape nothing smaller than the real-estate market, and served as its CEO for nearly a decade. Now he's a serial board member, an investor (including as general partner at the venture fund 75 & Sunny), and a continual startup founder — including building social platforms for sharing intel on food (Recon Food, which he started with his teenage daughter) or what's best to binge-watch (Queue), saving creatives from the endless emails they face as they chase down business leads (, and simplifying the market for co-owning a second home (Pacaso).

Related: How to Tap Into Innovation, the Most Essential Part of Your Entrepreneurial Journey

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