Sandy Cass

Overview

As Managing Partner at Red Swan Ventures, Sandy Cass leads a seed fund dedicated to supporting founders aiming to become exceptional CEOs. With a background in finance and investment, he has held roles at JLL Partners and D. E. Shaw & Co., bringing valuable expertise to the table. His deep operating background includes scaling Artsy from 0 to over $100M GMV as COO/CFO and helping grow Bonobos through its $330M exit to Walmart, giving him hands-on experience with marketplace dynamics and unit economics that he now applies as an investor at Red Swan Ventures. Sandy Cass brings an unusually fundraising-centric perspective to seed investing, having personally raised over $200M in equity and venture debt as an operator and explicitly positioning himself to coach founders through fundraises and round structuring rather than just writing checks. His track record includes angel investments into startups such as Bonobos, Inkbox, Sonder, and Zero Financial. Sandy's investment focus spans sectors including Consumer, Fintech, SaaS, Proptech, and CPG/D2C, with a preference for startups concentrating on the Future of Work and Cybersecurity. He typically invests between $500K and $1M in pre-seed, seed, and Series A stages, primarily within the United States. His portfolio reflects a commitment to diverse industries and innovative business models, underscoring his strategic approach to fostering growth in emerging companies.

Investment Focus

• Future of Work
• Cybersecurity

Portfolio Companies