Henry

Henry AI is a property technology company developing an AI-powered platform to streamline workflows for commercial real estate (CRE) professionals. Founded in 2024 by Sammy Greenwall and Adam Pratt, the New York-based startup aims to automate time-consuming administrative and analytical tasks that burden CRE brokers. The company is a graduate of the Y Combinator accelerator program (S24 batch).

The founders' backgrounds are rooted in real estate and technology. CEO Sammy Greenwall was previously the co-founder and CRO of Lev, a real estate financing marketplace, and worked as an analyst at Toll Brothers. CTO Adam Pratt is a second-time founder, having previously co-founded Halligan, a SaaS platform for fire departments that was acquired in 2019. Their combined experience highlighted the manual processes and outdated technology prevalent in the CRE industry, leading to the creation of Henry AI.

The platform functions as an "AI copilot" that integrates a brokerage's internal data with external sources to automate the generation of financial models and client-facing presentations. Key features include the automated creation of offering memorandums (OMs), broker opinions of value (BOVs), marketing teasers, and underwriting models. By uploading an underwriting or capital model, users can leverage the AI to parse the data, connect with external information via Google's Gemini model, and produce polished, on-brand deal decks in minutes instead of weeks. This allows brokers and analysts to redirect their focus from repetitive data entry and document creation towards client relationships and deal execution.

Henry AI operates on a SaaS business model, targeting commercial real estate brokerages. The company reports that several national brokerages, including some from the top 10 in the U.S., are using its product. In February 2025, Henry AI announced it had raised $4.3 million in a seed funding round co-led by Susa Ventures and 1Sharpe Ventures, with participation from numerous other venture funds and angel investors. This capital is intended to further develop its automated workflow and marketing technologies.

Keywords: commercial real estate, proptech, AI copilot, deal deck automation, financial modeling, real estate analytics, automated underwriting, offering memorandum, broker tools, workflow automation, real estate technology, CRE, SaaS, document generation, market analysis, investment sales, real estate finance, Y Combinator, property technology, data integration