Jake Ingrassia is Director of Capital Markets at Ailanthus. Prior to joining the team, Jake founded Spring Hill Farm Capital, a private real estate investment firm focused on mixed-use commercial and housing developments. Through Spring Hill Farm Capital, Jake successfully raised and continues to manage a real estate investment fund that partners with Ailanthus on select investments, with a focus on structuring institutional-quality capital solutions and aligning long-term investor and sponsor interests.

Prior to founding Spring Hill Farm Capital, Jake served as a Vice President in the Real Estate Investment Banking group at Goldman Sachs, where he worked from 2019 to 2024. In that role, he advised public and private real estate companies, developers, and institutional investors on complex capital markets and strategic transactions, including equity and debt capital raises, public M&A transactions, joint venture formations, recapitalizations, asset sales, and portfolio-level financings across multiple asset classes.

Earlier in his career, Jake held various positions at Jones Day, Hines, and Joele Frank, where he developed a multidisciplinary foundation spanning legal structuring, real estate development, and strategic communications. Jake holds a J.D. from New York Law School and a B.A. from the University of Virginia. Born and raised in Brooklyn, Jake currently lives in DUMBO with his fiancé Jane and their dog Nellie.