Diane Flynn

Chief Executive Officer

During her career, Diane has used her formal training as a tax lawyer to help non-profits navigate complex business and financial issues, including mergers, reorganizations, and structuring nearly $2 billion of funding for real estate projects. In her early career as a practicing attorney, she advised a range of clients including tax-exempt organizations to optimize their legal structures, small businesses on mergers and acquisitions, individual clients to create tax efficient estate plans, and for-profit entities on tax-advantaged financing transactions.

Following her time in law, each phase of Diane's career has been dedicated to strengthening non-profits.

In 2005, Diane transitioned her career to serving the non-profit sector full-time, founding Two9Three Consulting, with periods of full-time consulting and in-house positions. In early 2020, while managing Two9Three, Diane began serving as Chief Real Estate Officer of KIPP NYC and served as Interim CFO during FY23. Under Diane's leadership, KIPP NYC developed more than 400K sq ft of Class A charter school facilities ($500 million in financing) - with five facilities opening on-time and on-budget (allowing for 3K additional NYC charter seats). Diane has also held senior positions at Robin Hood (Manager) and Uncommon Schools (Chief Financial Officer) where she led the finance, accounting, grant compliance, and real estate teams.

Diane earned her B.A. from Villanova University, J.D. from Seton Hall University School of Law, and L.L.M. in Taxation from New York University.  Diane serves on the board of the Northeast Charter Schools Network.