Caitlin Fiordirosa

Caitlin Fiordirosa is currently Chief Finance & Growth Officer at Jasper Health, a healthcare technology company focused on virtual cancer care navigation and supportive oncology care. Jasper announced her appointment as its first CFO on January 31, 2024, noting that she had previously been Chief Financial & Strategy Officer at Path Robotics and had led operational scaling, fundraising, and strategic initiatives there.

Before Jasper, Fiordirosa held senior finance roles at Path Robotics, the Columbus-based autonomous welding robotics company. Path announced in 2021 that she joined as VP, Finance after sitting on the company’s advisory board for two years as a senior partner at Drive Capital. In that executive role, she was responsible for strategic financial planning, economic analysis, capital markets, accounting, treasury, and fundraising.

Earlier in her career, Fiordirosa was a Partner at Drive Capital, a Columbus-based venture capital firm founded by former Sequoia partners Chris Olsen and Mark Kvamme. Sources also describe her prior experience as Vice President at Vista Equity Partners and as an investment-banking analyst at J.P. Morgan in New York. Her education is in finance at the University of Notre Dame’s Mendoza College of Business, where LinkedIn lists her as graduating summa cum laude.

Public profiles also list Fiordirosa as an investor and board member at Relay Platform and at a stealth edtech company. As of current public sources, she appears to be an operator and finance executive rather than an active full-time venture partner.

• Drive Capital’s stated thesis is regional: it believes “there are more billion-dollar opportunities east of the Rockies and west of the Hudson River than everywhere else in North America combined.”
• Drive says it looks for “market-defining companies in categories we understand deeply” and is “stage agnostic,” preferring to work with portfolio companies “from start to finish.”
• Drive’s Seed Program targets pre-seed and seed founders “solving hard problems in large markets” and publishes a standard $500,000 SAFE investment.
• Fiordirosa’s verified investment/operator pattern points to companies where finance, strategic scaling, and fundraising are central: Path Robotics, Relay Platform, Jasper Health, and a stealth edtech board role.
• Her operating experience suggests strong fit for founders building capital-intensive or operationally complex businesses, especially where a CFO-level partner can help with capital markets, strategic planning, fundraising, and board-level finance.