We are a small team that excels at our expertise

An agile and fast-moving team that helps our clients excel across investments, acquisitions, mergers, private equity, venture capital and all imaginable business scenarios.

Gordon Caplan

Chief Executive Officer
Gordon R. Caplan is the founder and Chief Executive Officer of Dutchess Management LLC, a strategic advisory firm dedicated to helping clients navigate complex business challenges and promoting social good through philanthropic ventures.

Before establishing Dutchess Management LLC, Mr. Caplan was the Co-Chairman of Willkie Farr & Gallagher LLP from 2015 to 2019. He led the private equity practice and built one of the largest private equity practices in the world. Mr. Caplan was the Chair of the Private Equity Practice at Willkie Farr & Gallagher LLP from 2010 to 2015 and the Chair of the Venture Capital Practice from 2005 to 2010. He also served as Chairman of the Board of Connecticut Telephone from 2004 to 2006.

Mr. Caplan was named a “Dealmaker of the Year” by American Lawyer in 2018 and featured in publications on M&A, private equity, corporate governance, and high-technology transactions. He has lectured on private equity and technology transactions at Columbia University Graduate School of Business, the University of Pennsylvania Law School, and Fordham Law School.

Mr. Caplan received a JD from Fordham Law School in 1991, where he was an Editor of the Fordham Law Review in 1990, and a BA from Cornell University College of Arts and Sciences in 1988. Mr. Caplan is currently a Board Member of Publicolor and was the Chairman of the Board of Publicolor from 2014 to 2018. He received the 2016 Louis J. Lefkowitz Public Service Award from Fordham Law School.

Gordon also serves as a voice for criminal justice reform, spearheading the Prison Visitation Fund (prisonvisitationfund.org), a non-profit dedicated to keeping families together during a loved one’s period of incarceration.

Anna White

Chief Operating Officer
Anna has been the COO at Dutchess Management since March of 2020.  Prior to that she worked as the Private Equity Practice Coordinator at Willkie Farr & Gallagher.

Bill Baroni

Advisor
Bill Baroni is an attorney, law professor, former college board Chairman, former State Senator, and was the co-head of the Port Authority of New York and New Jersey, where he oversaw New York and New Jersey's transportation infrastructure and the rebuilding of the World Trade Center. Bill brings more than 20 years of governmental and non-profit experience to Dutchess, where he is involved in identifying solutions to some of the most complex problems that face our diverse clientele.

Clé Dupuy

Investment Analyst
Cle joined the Dutchess team in 2020. He has a background in policy research and data analytics. At Dutchess, he helps manage operations for our software incubator partners and conducts preliminary research on new ventures for the company and its clients. He graduated from Yale in 2017 with a B.A. in Political Science.

Joon Park

Partner
Joon oversees Finance and has over 30 years of experience managing finance and operations for technology-focused enterprises. Joon ran European Finance at Agency.com until 2003 and has been investing in and working with startups ever since.  An avid student of history of the internet, Joon spends a lot of time reading and thinking about internet 2.0, 3.0 and beyond.

Gerard Mattia

Advisor
Gerard has over 30 years of experience in financial services, having served in several C-Suite roles in both the US and UK. Gerard was most recently Chief Risk Officer for HSBC North America, Inc., and before that, was Chief Financial Officer of HSBC Holdings’ global investment bank from 2010 t0 2019. Gerard brings extensive experience across finance and risk disciplines to Dutchess, helping clients develop strategies to address evolving market developments and regulatory requirements, solve complex issues, assess and execute against business opportunities and drive efficiencies.

Lucky Yona

Investment Analyst
Lucky is a keen technologist and analyst with a background in financial services, entrepreneurship, and analytics. At Dutchess, Lucky works on market research, implementing processes and tools, and strategic support for Dutchess and our clients. He graduated from Yale with a B.A. in Economics.

Makeda Telesford

Research Analyst
Makeda is a Research Analyst at Dutchess Management and is currently pursuing a bachelor’s degree in Communication and Speech Disorders at Brooklyn College.  At Dutchess Management Makeda’s role includes sourcing candidates for open source startup companies, data research, and supplying back-office support to clients.

Vlad Tobar

Operations
Vlad has background in entrepreneurship, and management. He graduated from LIU Brooklyn with a B.A. in Business Management.