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Henry AI, the New York-based AI copilot for commercial real estate, said on July 29, 2026 it has raised a $16.5 million Series A led by FirstMark Capital, with strategic participation from Thomson Reuters Ventures and return backing from Y Combinator, Susa Ventures, 1Sharpe, StoryHouse Ventures, Pioneer Fund, RXR Arden Digital Ventures, Karman Ventures and Coalition Operators. The round, quietly closed earlier this year and disclosed today, comes on top of a $4.3M seed announced in early 2025.
What The Product Actually Does
Founded in 2024 by CEO Sammy Greenwall and CTO Adam Pratt, Henry ingests a brokerage's Excel models, comps, property data and narrative inputs, then generates institutional-grade offering memorandums (OMs), broker opinions of value (BOVs), loan packages, syndication decks and leasing flyers in minutes rather than the fifteen-plus hours a human analyst typically spends per deliverable. Henry keeps a team of real analysts and designers in the loop to review each output before delivery, giving customers a speed-plus-polish combination that pure-model tools have struggled to hit.
Traction That Justified The Round
The company says teams from all of the largest commercial real estate brokerages are on the platform across more than 150 firms, including Marcus & Millichap, Colliers, Compass Commercial and SVN. Henry claims more than 20,000 client-ready deliverables generated to date, representing more than $150 billion of underlying deal value, with analyst production time down about 90 percent. It has separately said it now serves five of the top 10 U.S. commercial brokerages.
Why Thomson Reuters Ventures Is In
The most notable name outside the lead is Thomson Reuters Ventures. The strategic write reflects the same thesis Reuters has been chasing across legal AI and tax: knowledge-work sectors with high manual document production, high trust requirements and defensible institutional data. Commercial real estate is exactly that pattern. Institutional memory lives in analysts' spreadsheets, comps databases and boilerplate decks that never made it into any CRM, and a copilot that can operate on that memory has a defensible workflow position.
Where Applied AI Is Heading
Henry lands alongside a wave of applied-AI rounds from the same week that show venture is now paying for software that acts inside a workflow with measurable financial consequence, from Freehand's $75M Series B for supply-chain agents to Encore AI's $30M Series A for customer-interaction revenue and ThreatLocker's $190M Series F to govern agent access to enterprise systems. Different verticals, same operating pattern.
Reporting based on coverage from Tech Startups, Commercial Observer, Upstarts, Crunchbase and Rippling.