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Meet the leadership team.

The operators who run Files.com — and who you'd report up to. Real bios, real roles, real photos.

Kevin Bombino — Founder & CEO

Kevin Bombino

Founder & CEO

Kevin founded Files.com and still runs it — including Engineering. He codes daily, runs Claude and Codex sessions side-by-side, and built the AI-forward operating system the rest of the company runs on. BA in Computer Science from Harvard. Licensed pilot, two jet type ratings, working on his commercial certificate for fun.

Wade Callison

Wade Callison

Chief Revenue Officer

Wade runs Sales, Marketing, and Customer Success. A Force Management veteran and messaging expert; brought the GTM motion at Files.com from founder-led to operator-led. Two patents in enterprise secure file sharing. BS in Computer Science and an MBA from Texas A&M.

Jere Boyle CFO Files.com

Jeremiah Boyle

Chief Financial Officer

Jere runs Finance at Files.com. Previously VP of Finance at M-Files, where he helped scale the business through major growth initiatives. 15+ years across Robotics and SaaS. BA in Business Administration from Flagler College.

Chris Chaffin General Counsel Files.com

Chris Chaffin

General Counsel

Chris runs Legal at Files.com. 25+ years across enterprise software, with senior in-house legal roles previously at BMC Software, Paradigm Geophysical, McAfee, and PROS. BA in Economics from Duke; JD from The University of Texas School of Law.

Vivek Mody — Head of Product

Vivek Mody

Head of Product

Vivek runs Product — product management, product design, and data science. Previously Head of Product for Axway's Syncplicity product line. BS from California State University, East Bay in management information systems with a CS minor.

Sean E. Smith — Chief Information Security Officer

Sean E. Smith

Chief Information Security Officer

Sean runs Information Security and Compliance at Files.com. Former Naval Cryptologist (8 years on submarines, Qualified in Submarines in 1993). Previously owner of InterSource Computer Services and Systems Operations Manager at Geriatric Practice Management. Teaches cybersecurity certification classes on the side.

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