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A different
kind of diligence.

AI-augmented document and financial diligence, guided end-to-end by deal operators.

By the numbers

10×

Speed

1/3

Cost

1000's

Documents

72 hour

Turnaround

Due diligence with AI

We combine AI automation with expert oversight to deliver diligence in days.

Document Diligence

AI-assisted contract review and red-flagging, with professional validation.

Financial Diligence

Working capital and financial statement analysis, reviewed by Big 4–trained analysts.

We analyze third-party research and your deal materials in parallel, while experienced operators validate key findings.

The team behind the work

Dillion AI is built by a team that blends seasoned deal leadership, diligence operators, and product engineering. We run the process end-to-end so you get reviewable outputs you can trust when timelines are tight.

Portrait of Gordon Caplan, Chairman and Founder of Dillion AI
Chairman & Founder

Gordon Caplan

Gordon R. Caplan is the founder and CEO of Dutchess Management LLC and a former Co-Chairman of Willkie Farr & Gallagher LLP. He is recognized for his leadership in private equity and advocacy for social impact.

Portrait of Gerard Mattia, Co-Founder of Dillion AI
Co-Founder

Gerard Mattia

Gerard Matia is a financial services leader, having served as CFO, CRO, and Head of Corporate Finance at institutions including Wells Fargo and HSBC.

Portrait of Lucky Yona, Senior Manager at Dillion AI
Senior Manager

Lucky Yona

Lucky Yona is a technologist and analyst with financial services, entrepreneurship, and analytics experience. He earned a B.A. in Economics from Yale.

Portrait of Michael Tuvshin, Senior Document Operator at Dillion AI
Senior Operator

Michael Tuvshin

Michael Tuvshin is an analyst who supports document diligence, drawing on an economics background and deep research experience. He holds a B.A. in Economics and Philosophy from the University of Chicago.

Portrait of Demola Ladokun, Senior Financial Operator at Dillion AI
Senior Operator

Demola Ladokun

Demola Ladokun, an expert in financial risk and analytics, drives client success. Previously at KPMG, he holds a master's in Engineering Management from Dartmouth.

Portrait of Adam Barry, Diligence Operator at Dillion AI
Operator

Adam Barry

Adam is a financial analyst who recently graduated from Stanford University with a degree in Computer Science and International Relations.

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