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 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 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.