Henry AI

Henry AI builds deal packages for commercial real estate brokers, taking a rent roll and T12 as inputs and producing an underwriting model, comps, market research, and a pitch deck styled to the firm's brand guidelines. This launch introduces Henry Deal alongside a $16.5M Series A led by FirstMark Capital, with participation from TR Ventures, Susa Ventures, Y Combinator, Storyhouse VC, Coalition VC, Pioneer Fund, and Karman Ventures. The pitch is speed without the outsourced look, letting brokerage and lending teams turn around institutional-quality packages in hours rather than the days or weeks that internal analyst workflows typically require. The company was founded in 2024 by Sammy Greenwall, a former CRE analyst who serves as CEO, and Adam Pratt, CTO, who previously sold his company Halligan to Vector Solutions . Henry came out of Y Combinator and is based in New York City. Henry Deal extends the original deck automation product into a broader workflow covering underwriting math, comparable selection ranked against a firm's own transaction history, and research, with edits propagating through the model and deck when a client changes assumptions. The timing matters because CRE brokerages are under pressure to respond to pitch requests faster while still delivering work that reflects a senior analyst's judgment and a firm's visual identity. By ingesting a brokerage's internal data alongside external sources, Henry aims to sit inside existing production processes rather than replace them, which is the wedge that has reportedly attracted more than 120 brokerages and lenders to the platform so far.