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Jason Freedman

General Partner at Orange Collective

Danville, California

Overview 

Jason Freedman is a seasoned entrepreneur and investor with a successful track record founding and leading companies like 42Floors and FlightCaster. Currently, he serves as the General Partner of Orange Collective, investing in a range of sectors and stages, including Diagnostics, Retail, and Real Estate/PropTech. Freedman's career highlights include co-founding and serving as CEO of FlightCaster, as well as co-founding and leading 42Floors as CEO. His diverse experience in tech startups and venture capital has positioned him as a key player in the San Francisco Bay Area entrepreneurial ecosystem.

Work Experience 

  • General Partner

    2023 - Current

    Orange Collective is a Y Combinator focused venture fund, backed by some of the most prominent venture investors around the world and 150+ top Y Combinator alumni. We invest pre-Demo Day in the most promising startups in each YC batch. Accredited investors are welcome to reach out to learn more about the fund and opportunities for LP direct investing.

  • Board Member

    2021

    Led the $44M Series B into the now national leader in build-to-rent construction. Proud to back a generational company that has solved the affordability problem of building single family homes by being the first to deploy AI into construction at scale.

Mosaic is a a tech-enabled general contractor for the residential development industry.

Raised $68,750,000.00 from Bossa Invest, Andreessen Horowitz, Innovation Endeavors, invisionAZ, Tekfen Ventures, Starwood Capital Group, Founders Fund, Peak State Ventures, Building Ventures and Brightstone Venture Capital.

  • General Partner

    2018 - 2024

    Led Peak State's Proptech venture platform before moving to a Emeritus position. Proud investor in Unicorns: Snapdocs, Ironclad, Moonvalley Successful Exits: Raise, Fieldwire, Direct Shifts, Laskie And High Growth Companies: Mosaic, Steadily, Scratchpad, Doppler

Peak State Ventures is a venture capital firm investing in the Future of Work

  • Co-Founder

    2011 - 2018

    Founder and CEO of the top commercial real estate search engine in Y Combinator's 2012 batch. Raised through Series B from top investors like Thrive, NEA, Bessemer, YC. Served millions of users. Led it to a successful exit to JLL.

42Floors makes it easy to search for office space.

Raised $17,400,000.00 from Thrive Capital, New Enterprise Associates, Columbus Nova Technology Partners and Bessemer Venture Partners.

  • Application Reviewer and Startup School Mentor for Y Combinator

    2010 - 2017

    Read 8000 applications for Y Combinator and often ranked in top 3 of all alumni reviewers. Number one lesson I learned from Paul Graham during this process - invest 100% in the potential of the founder and avoid judging their product, since that will change. What to look for in a founder? Those that learn from their users, are solving their own problem, clearly smart enough to build, and most importantly, seem like they will never give up. Volunteered as mentor for YC's startup school, working with 40 companies per batch.

  • Co-Founder, CEO

    2009 - 2011

    Founder and CEO of Flightcaster - a real time travel analytics startup. Funded in Y Combinator's 2009 batch and went on to raise from Sherpalo Ventures (Ram Shriram) and Tandem. Exited to Next Jump in 2011.

  • Co-Founder, CEO

    2007 - 2009

    Everyone has their first startup...this was mine. From the days of Facebook app shenanigans, it briefly served a few hundred thousand users who all then churned. Shutting down this tiny startup hurt, but it gave me a chip on my shoulder to never fail again.

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