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.

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.

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.

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.

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.

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.

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