Twenty Two Ventures (TwentyTwo VC)

Twenty Two Ventures is an early-stage venture capital firm based in San Francisco, California, founded in 2018 by Katey Caldwell as a solo general partner. The firm focuses on SaaS, Fintech, open source technologies, Marketplaces, and Developer Tools — sectors where it believes the most transformative and scalable companies are being built. Twenty Two has the conviction to invest earlier than most other investors, and is most excited by talking to companies and founders before they have publicly launched, positioning itself as a true pre-launch and pre-seed partner. The firm's check sizes tend to run smaller — typically in the $50K–$500K range — allowing it to make decisions quickly and execute efficiently. This speed and agility differentiates Twenty Two from larger funds and is highly valued by founders who want to get back to building rather than spending months in fundraising processes. The fund has deployed approximately $20M across more than 100 investments spanning five funds, demonstrating a high-velocity, portfolio-breadth approach to early-stage investing. Twenty Two seeks magnetic, tenacious, and adaptable founders who are not afraid of big ideas and are committed to shipping great products. The firm looks for companies that are solving for quality of life, bringing something genuinely new to the table, and executing scalable business models. Beyond sector and stage, the firm is dedicated to investing in a new generation of companies tackling present and future quality of life challenges. Notable portfolio companies include Airbyte, PostHog, Whatnot, Zip, SafeBase, BuildBuddy, Cron, and Routable — several of which have become unicorns or achieved significant exits.