Henry
YC S24New York City, US · Founded 2024 · 20 employees · 17 known investors
Henry provides AI-powered software for commercial real estate teams to automate property database management, underwriting models, and institutional pitch deck creation. It integrates with Excel and email, using a firm's historical deal data and market information to accelerate deal analysis and client presentations.
Also known as Henry AI · Henry AI Inc.
Founders & leadership· Y Combinator alumni (S24)
Henry was founded in 2024 by Sammy Greenwall and Adam Pratt.
Investors · 17
Also in the syndicate · 11
Company profile
researched Aug 2026Henry (Henry AI Inc.) builds AI software that automates back-office knowledge work for commercial real estate (CRE) brokerage and advisory teams. Its original product generates institutional-quality marketing and pitch decks around a property listing, applying a firm's branding along with maps, tables, deal narrative, market overview and sponsor profile. The platform has since expanded across the transaction lifecycle: it builds custom Excel underwriting models from a firm's own pricing and operating assumptions, compiles research on submarket fundamentals, buyer demand, sponsor deal history and cap rate context with source citations, and assembles ranked buyer lists drawn from a firm's CRM, past closings and contact history.
A central element of the product is a firm-specific data layer. Henry builds and maintains a property database covering every asset a firm has touched, together with a transaction database of the firm's track record, so comps and precedent deals can be surfaced automatically on subsequent pitches. Users interact through email, an Excel add-in with two-way model sync, and a chat interface in which a single prompt plus a rent roll produces underwriting, comps, market analysis, a sponsor profile and a draft deck. Henry Decks is offered as a standalone deck product, and Henry Deal, launched in 2026, extends the system into underwriting, memoranda, buyer lists and packaging through close. The company states it is SOC 2 Type II certified with data encrypted at rest and in transit.
Founding story
CEO Sammy Greenwall grew up in the East Bay in a family commercial real estate business, worked internships in the industry and began his career as an analyst at Toll Brothers before joining CRE financing marketplace Lev in 2019 as a domain-expert co-founder, where he served as CRO. Observing that brokers were bottlenecked by manual processes and dated technology, he left in 2024 to start Henry and recruited high school friend Adam Pratt as co-founder and CTO. Pratt had previously co-founded Halligan, a fire department SaaS platform acquired by Vector Solutions in 2019, and worked as an engineering manager at Zocdoc. The pitch was to build the equivalent of Harvey (legal) or Rogo (finance) for commercial real estate.
Business model
Henry sells a subscription software platform to commercial real estate firms. Reported pricing starts at $2,000 per month and scales into seven figures depending on usage. The core platform is sold to brokerage and advisory teams, with Henry Decks available as a narrower standalone deck-generation product.
Recurring subscription revenue from CRE firms, priced from $2,000 per month and scaling with usage; the company does not disclose exact revenue but it has been reported to run in the millions.
Traction
As of the July 2026 Series A announcement, more than 150 CRE firms used the platform, including teams from the largest U.S. brokerages, and the system had produced over 20,000 client-ready deliverables representing more than $150 billion in underlying deal value. The company reports a 90% reduction in analyst production time, a platform-wide median deliverable turnaround of under four hours, and that more than 20% of customers reduced staffing requirements. Customer-reported examples include Colliers cutting broker-opinion-of-value turnaround from three to four days to under two hours, Cooper Horowitz reducing a deal memorandum from as much as 18 hours to under 15 minutes, and a Compass broker reducing offering-package preparation from up to seven hours to about 20 minutes.
Latest developments
In July 2026 Henry disclosed a $16.5 million Series A led by FirstMark Capital with participation from Thomson Reuters Ventures, Y Combinator, Susa Ventures, 1Sharpe, StoryHouse Ventures, Pioneer Fund, RXR Arden Digital Ventures, Karman Ventures and Coalition Operators, and FirstMark partner Adam Nelson joined the board. Concurrently the company launched Henry Deal, which automates buyer lists, memos and underwriting in addition to decks, and shipped an Excel add-in with live model sync. Proceeds are earmarked for expanding engineering and product teams and building out a system of record for CRE deals.
▸Full profile — market position, technology, go-to-market, geography, history, risks & controversies
Market position
Henry positions itself as the vertical AI platform for commercial real estate, analogous to Harvey in legal and Rogo in finance. Coverage reports it is used by more than 150 firms, spanning four of the five largest U.S. brokerages, in under two years on the market, in an industry with roughly $112 billion in combined annual brokerage revenue. Investors frame the ambition as becoming the intelligence layer and system of record for CRE deals.
Rather than relying only on third-party market data, Henry builds a proprietary data layer from each customer's own historical deals, CRM records and closings, using it to select comps, surface relevant track record and rank likely buyers. It also embeds in existing workflows — email, chat and Excel with live model sync — instead of requiring users to adopt a new interface, and cites sources for figures in its research output.
Technology
The platform combines in-house technology with third-party AI models to ingest unstructured deal inputs such as rent rolls and produce structured outputs. It generates Excel underwriting models with bidirectional sync via an Excel add-in, builds branded slide decks, drafts written deal analysis with cited figures, and maintains firm-level property and transaction databases used to select comps and precedent transactions. Access is available via email, chat and Excel without requiring a separate login.
Go-to-market
Direct enterprise sales into brokerage firms, supported by founder-led outreach and content marketing (the CEO branded himself "The deck guy" on LinkedIn) and in-person pitches, with the website funneling prospects to a "Book a Call" flow. Land-and-expand from deck generation into broader deal workflows, plus a standalone Decks offering as an entry point.
Commercial real estate brokerage and advisory teams — brokers, analysts and marketing/production staff — at national and regional firms. Named users and reference customers include Colliers, Marcus & Millichap, Compass, Newmark, Berkadia, Cooper Horowitz, Graystone Capital Advisors, Nara Advisors and Montgomery IG.
Geography
Headquartered in New York City, with customers described as teams from the largest U.S. commercial real estate brokerages nationwide.
History
Henry was founded in 2024 and took part in Y Combinator's Summer 2024 batch, launching as an AI copilot that automated deal deck creation and financial analysis for CRE brokers. The team returned to New York after the batch, initially working out of the founders' apartment. In February 2025 the company announced a $4.3 million seed round co-led by Susa Ventures and 1Sharpe Ventures. It raised a $16.5 million Series A led by FirstMark Capital in the fall of 2025, disclosed publicly on July 29, 2026 alongside the launch of Henry Deal, which broadened the product from deck generation to underwriting, memoranda and buyer lists across the deal lifecycle.
Risks & controversies
Henry Deal was described at launch as still unproven with most of the company's customers, with execution cited by the founders as the open question. The founders also noted competitive pressure from advances in general-purpose frontier models, specifically Anthropic's Claude Opus 4.6 and 4.7 releases. Commercial real estate brokers have historically been considered a difficult customer base to sell software to — a point raised by the investor who later led the Series A. Lev, the company Greenwall co-founded previously, has advertised against Henry's search results, though Greenwall characterizes it as largely non-competitive.
Compiled by commissioned research from 8 cited public sources — announcements, filings, and press listed under research sources below.
Key figures
latest reportedCompany-reported or press-reported figures, each dated to when it was claimed — not independently audited.
Timeline · 5
launches, deals, and filingsHenry announced a $16.5 million Series A led by FirstMark Capital with strategic participation from Thomson Reuters Ventures and follow-on investment from existing backers. Capital is earmarked for expanding engineering and product teams and extending the product from a document engine into a system of record for CRE deals. Press coverage notes the round was raised quietly in the prior fall.
$16.5M source ↗
Adam Nelson, Partner at FirstMark Capital, joined Henry's board of directors in connection with the Series A.
Henry launched Henry Deal, which extends the platform from deck generation to the full transaction lifecycle, including underwriting, buyer lists, memos, packaging and close. The company press release cites a June 15 launch date; the product was publicly announced alongside the Series A on July 29, 2026.
Henry AI announced $4.3 million in seed funding co-led by Susa Ventures and 1Sharpe Ventures, with participation from RXR, Arden Venture Arms, Singularity Capital, Unwritten Ventures, Coalition Operators, Pioneer Fund, Orange Collective, StoryHouse Ventures and several angel investors. The company said several national brokerages, including 5 of the top 10 in the U.S., were already using the product.
$4.3M source ↗
Henry took part in Y Combinator's Summer 2024 batch; primary partner listed as David Lieb.
Dated company events from announcements, filings, and press; legal rows summarize public dockets and regulator releases.
In the news
USA EIA Raises Henry Hub Price Forecast for 2026, 2027 | Rigzonerigzone.com · Jul 2026
RCS - Boot(Henry) PLC - Henry Boot secures Golden Valley phase 1 funding — TradingView Newstradingview.com · Jul 2026▸Research sources · 8
primary sources listed
- Henryhenry.ai · web
8 public sources were cited for this profile; the first-party ones are listed here.
Frequently asked questions
- What does Henry do?
- Henry is an AI platform that automates underwriting, pitch decks, offering memorandums and buyer lists for commercial real estate teams.
- Who founded Henry?
- Henry was founded by Sammy Greenwall, Adam Pratt in 2024.
- Who are Henry's investors?
- Henry's investors include 1Sharpe Ventures, Coalition Operators, Y Combinator, Orange Collective, StoryHouse, Susa Ventures.
- Where is Henry headquartered?
- Henry is headquartered in New York City, US.




