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Freestyle Capital is an early-stage venture capital firm founded in 2009, with over $565 million in assets under management (AUM) and a portfolio of more than 130 technology companies. The firm was established by experienced entrepreneurs David Samuel and Jenny Lefcourt, who leverage their extensive backgrounds in technology to provide valuable insights and support to the founders they invest in. Freestyle Capital is recognized as one of the pioneers in seed-stage investing, focusing exclusively on this critical phase of startup development. The firm has built a reputation for its commitment to fostering diversity within the venture capital industry, actively working to improve representation and inclusion among entrepreneurs. With a strong emphasis on operational support, Freestyle Capital aims to guide its portfolio companies through the challenges of early-stage growth, ensuring they have the resources and mentorship needed to succeed.
Freestyle Capital specializes in seed-stage investments, making it one of the first firms to focus exclusively on this crucial phase of startup development. The firm typically invests between $500,000 and $2 million in early-stage technology companies, with a particular emphasis on sectors such as consumer products and software as a service (SaaS). Freestyle Capital seeks to partner with founders who demonstrate strong potential and innovative ideas, prioritizing diversity in their investment decisions. The firm actively engages in 10-12 investments annually, reflecting its commitment to supporting a diverse array of startups. By providing founder-to-founder mentorship and leveraging over 25 years of combined tech operator experience, Freestyle Capital aims to empower entrepreneurs to navigate the complexities of building successful businesses. Their approach not only focuses on financial investment but also on fostering an inclusive environment that encourages diverse perspectives in entrepreneurship.
Freestyle Capital boasts a robust portfolio of over 130 technology companies, including notable investments in industry leaders such as Airtable, Intercom, Patreon, and BetterUp. These companies represent a diverse range of sectors, showcasing Freestyle's commitment to backing innovative startups that are poised for growth. The firm has a track record of successful exits and continues to actively engage with its portfolio companies to provide operational support and strategic guidance. By focusing on seed-stage investments, Freestyle Capital plays a critical role in nurturing the next generation of technology innovators, helping them to scale and succeed in a competitive market.
David Samuel - Co-Founder and General Partner at Freestyle Capital, David brings extensive experience as a serial entrepreneur and investor, focusing on seed-stage technology companies.
Jenny Lefcourt - Co-Founder and General Partner, Jenny is a seasoned entrepreneur with a strong background in technology and venture capital, dedicated to fostering diversity in the industry.
Founders interested in pitching Freestyle Capital should prepare a detailed pitch deck that outlines their business model and market opportunity. While specific submission guidelines are not provided, a well-structured presentation is essential. Freestyle Capital values diversity and operational support, so highlighting these aspects in your pitch may resonate well with their investment philosophy.
As of December 1, 2025, Freestyle Capital has made 8 investments in the last 12 months, continuing its active engagement in the startup ecosystem. The firm remains committed to supporting early-stage technology companies and promoting diversity within the venture capital landscape.
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