Spencer Rascoff is a multi-time founder who co-founded Hotwire, Zillow, and Pacaso and runs 75 & Sunny as both a fund and startup studio where he directly incubates companies rather than only writing checks. He uses his "Office Hours with Spencer Rascoff" podcast to build deal flow and relationships while positioning himself as an accessible mentor through structured content that teaches founders about topics like crisis leadership and fundraising. Spencer Rascoff is a multi-time founder who co-founded Hotwire, Zillow, and Pacaso and runs 75 & Sunny as both a fund and startup studio where he directly incubates companies rather than only writing checks. He uses his "Office Hours with Spencer Rascoff" podcast to build deal flow and relationships while positioning himself as an accessible mentor through structured content that teaches founders about topics like crisis leadership and fundraising.