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Freestyle Capital

Venture capital · San Francisco, California, United States · freestyle.vc ↗

Freestyle Capital is an early-stage venture capital firm based in San Francisco, California, founded in 2009 by experienced entrepreneurs Dave Samuel and Josh Felser, along with General Partner Jenny Lefcourt. The firm specializes in seed-stage investing and manages over $565 million in assets. Freestyle Capital focuses on long-term success with a "high conviction, low volume" investment philosophy, primarily targeting Consumer and Enterprise software, as well as SaaS. The firm leads seed rounds and provides capital investment and strategic partnerships to early-stage technology companies. Fr

Investing activity

Freestyle Capital appears in 2 AI deals tracked by the Lounge deals desk. The rounds are mostly Seed, with a median round size of $5M. The most recent are Marklo (Seed, $5M, Oct 2026) and Samepage (Seed, $4.8M, Jun 2026).

Freestyle Capital most often invests alongside Forerunner, Justin Kan, Craft Ventures and Glasswing Ventures, and the companies it backs on Lounge are mostly in AI.

Deals

2
AI rounds and acquisitions Freestyle Capital took part in, newest first.

Frequently asked questions about Freestyle Capital

What AI companies has Freestyle Capital invested in?

Freestyle Capital's AI investments include Marklo and Samepage. The 2 rounds on Lounge are listed on this page with amounts, dates and co-investors.

Where is Freestyle Capital based?

Freestyle Capital is based in San Francisco, California, United States.

What stage does Freestyle Capital invest at?

In the rounds tracked on Lounge, Freestyle Capital has invested at Seed, with a median round of $5M.

Who does Freestyle Capital co-invest with?

Freestyle Capital's most frequent co-investors on Lounge are Forerunner (1 deal), Justin Kan (1 deal), Craft Ventures (1 deal), Glasswing Ventures (1 deal) and Matthew Mullenweg (1 deal).

How can founders reach Freestyle Capital?

Founders on Lounge can see Freestyle Capital's contact details in AI Investor Contacts (paid plans), check for a warm introduction through members who worked with the firm under Warm Paths, and add Freestyle Capital to their Investor Pipeline to track the conversation.

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