Entrepreneurial Ventures and Investment Strategies

Spencer Rascoff has had an extraordinary career as a leading real estate tech founder and investor. As the founder of Zillow, he revolutionized how homebuyers, sellers, and agents market and discover listings. More recently, he launched Pacaso, a fractional ownership platform for second homes which now serves the owners of more than 1,400 homes.

Since leaving Zillow, Spencer has been a prolific figure in the real estate tech world - he’s been an active founder or executive in dozens of startups and an investor in hundreds through his VC fund 75 & Sunny and others.

We’re delighted to share Spencer’s unique perspective and predictions about the future of real estate and technology in this episode of the Thesis Driven Leader Series. In this conversation, Spencer and Brad discuss a number of topics including:

• The big opportunities in real estate right now, the problems that need solving
• What Spencer belives the most important proptech problem will be in the 2030s
• Where AI can be helpful in proptech (and where it probably won’t be)
• His take on the DOJ’s commissions lawsuit on the brokerage industry and real estate more broadly
• Spencer’s experience investing and his advice about the role investors should play in portfolio companies.

Enjoy! And if you’re enjoying our podcast, please visit www.thesisdriven.com for a deep dive into emerging real estate themes and the innovators capitalizing on them.