Wilson Chockley

Partner at 75 & Sunny

Wilson Chockley is a seasoned professional with notable experience in leadership and investment roles. Currently serving as a Partner at 75 & Sunny and as Interim CEO at dot.LA, Wilson has previously held positions including Investor at Bain Capital Ventures, Consultant at Bain & Company, and Category Manager at Thumbtack. Wilson Chockley holds a degree in Economics, graduating Cum Laude from Dartmouth College, and is an alumnus of St. Albans School in Washington, D.C.

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San Francisco, United States

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75 & Sunny

75 & Sunny is Spencer Rascoff's investment firm and startup lab. In 2020, 75 & Sunny Ventures invested in 39 companies, 25 of which are based in Los Angeles. Meanwhile, 75 & Sunny Labs launched two startups: dot.LA and Pacaso. In 2021, 75 & Sunny Ventures is on track to invest in more than 25 startups, and 75 & Sunny Labswill launch two new companies. Spencer — who co-founded Hotwire and Zillow, and who was CEO of Zillow for more than a decade — started 75 & Sunny to support and mentor startups and their leaders in LA and beyond. Its team provides 75 & Sunny companies with a broad range of support, including leadership coaching; marketing and PR advice; brand amplification; product strategy; recruiting; access to our broad network of partners that include top venture capital and private equity firms; overall mentorship; and help with subsequent fundraising. Spencer is an investor in over 55 venture capital funds, many of which use 75 & Sunny for informal deal-sourcing at the earlier stage.


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