Henry AI Inc., a startup building AI tools to automate back-office paperwork for commercial real estate teams, announced a $16.5 million Series A funding round on July 29, 2026, led by FirstMark Capital, according to the company’s press release.
The round drew participation from Thomson Reuters Ventures, Y Combinator, Susa Ventures, 1Sharpe, StoryHouse Ventures, Pioneer Fund, RXR Arden Digital Ventures, Karman Ventures and Coalition Operators. The presence of RXR Arden Digital Ventures — the venture arm of major New York landlord RXR — and Thomson Reuters Ventures signals interest from both real estate owners and information-services players in automating the document-heavy grind of commercial dealmaking. FirstMark Capital partner Adam Nelson is joining Henry AI’s board as part of the round.
What the platform does
Henry AI, co-founded by CEO Sammy Greenwall and CTO Adam Pratt, targets a specific pain point in commercial real estate: the hours analysts spend producing offering memorandums, underwriting packages, pitch decks and buyer lists by hand. The company’s platform automates that document production, converting institutional data and knowledge into client-ready deliverables.
Alongside the funding news, Henry AI detailed Henry Deal, a system-of-record product it launched June 15, 2026, that tracks and converts information across a transaction’s lifecycle into the documents brokers and analysts need at each stage.
Usage figures
According to the release, Henry AI now serves more than 150 customer firms spanning all of the major commercial real estate brokerages, and its platform has generated more than 20,000 client-ready deliverables representing a combined $150 billion in underlying deal value. The company says its tools have cut analyst production time by 90%, with a median deliverable turnaround under four hours, and that one in five customers has reduced staffing as a result of the efficiency gains.
Two customer examples were cited in the release: Colliers said the platform cut its broker-opinion-of-value turnaround from three to four days down to under two hours, while brokerage Cooper Horowitz said it reduced deal-memorandum production from 18 hours to under 15 minutes.
What it means
Verified facts: Henry AI raised $16.5 million in a Series A led by FirstMark Capital with real estate-adjacent backers including RXR’s venture arm, and reports more than 150 customer brokerage firms using its document-automation platform.
Attributed claims: The usage figures — 90% faster production, $150 billion in represented deal value, and specific customer turnaround improvements — are the company’s own reported metrics and have not been independently verified by RealtyWire.
RealtyWire analysis: The round is a data point in a broader pattern of commercial real estate brokerages adopting AI to compress the labor-intensive early stages of dealmaking — document production and underwriting support — rather than replacing brokers outright. Investors with direct real estate ties, like RXR’s venture arm, participating alongside traditional venture firms suggests owners and operators see enough value in faster deal paperwork to back the vendors building it, not just license their software.
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