Building a deal package is the tax every broker pays before they can sell anything. The underwriting, the comps, the buyer list, the market read, the polished pitch deck. It eats analyst hours and marketing days, and none of it is the part you actually get paid for. Henry AI wants to take that whole back office off your desk. Give it two things, a sentence about the deal and a rent roll, and it hands back four. Here is the honest breakdown: what it does, how it builds the deck, what it costs, and where the human still sits.
What Henry Deal actually does
The flagship product is called Henry Deal, and the pitch is that a sentence and a rent roll are enough to start. From there it produces four deliverables.
First, it builds the underwriting model. Not a generic template. It uses your firm’s own pricing and operating assumptions, the same numbers your analysts already work with, and the model lives in Excel so your team can work it the way they always do.
Second, it picks the comps. Not comps pulled from some outside database, but comps and past deals from your own firm’s files. Henry builds a property database and a transaction database out of your history, and each new deal ranks the strongest matches from both.
Third, it builds your buyer list. It reads your CRM and your past closings and tells you who to call, ranked by fit, recency, and relationship strength. Your own network, working on every pitch.
Fourth, it writes up the deal and turns all of that into a finished pitch deck, on your firm’s brand.
The piece that makes it feel less like a template generator: change a number in the underwriting later and the deck updates with it. You do not redo the slides by hand. And you can run the whole thing from your inbox. Email Henry a new deal to kick it off, or send a note like “swap this comp” or “redo this section,” and the fix comes back ready to review.
If you do not need the underwriting or the buyer list and you just want a sharp deck, Henry sells that piece on its own. It is called Henry Decks.
How it actually builds the deck
Under the hood, Henry does not run one giant AI task. It runs a bunch of small ones, each pointed at a narrow job. One part finds comps, one part researches the market, one part keeps the design consistent across the deck. It uses Anthropic’s Claude for laying out tables and Google’s Gemini for writing the market content, then stitches the outputs into one document.
Here is the part worth respecting: before anything reaches you, a real person checks it. Henry is explicit that the AI still gets things wrong sometimes, like adding a company to a map that is not actually there. That human review step is the difference between a clean demo and something you would put in front of a client. It is also the honest admission most AI tools skip.
What it costs
Pricing starts at $1,500 a month, which covers roughly five decks a month. It scales up from there based on team size and deck volume. Right now access is waitlist-only, so you cannot just sign up and start today. If you want to skip the line, you can get on it through our link here: https://www.henry.ai/aiforcrecollective.
The proof
The customer list is real and the numbers are specific. Colliers’ self-storage team cut broker-opinion-of-value turnaround from three or four days down to under two hours. Cooper Horowitz, a third-generation advisory firm, took an 18-hour document job down to 15 minutes on a $400 million loan deal. Marcus & Millichap, Presidium, and Franklin Street Self Storage are customers too, and Henry has said it is being used inside five of the top 10 brokerages in the country.
The company came out of Y Combinator’s Summer 2024 batch and raised a $4.3 million seed round led by Susa Ventures and 1Sharpe Ventures. CEO Sammy Greenwall co-founded and ran the financing marketplace Lev before this, so the team knows the analyst grind it is trying to erase from the inside.
Who it’s for and where it stops
Henry is aimed squarely at high-volume investment sales and capital markets teams, the shops producing offering memorandums and BOVs on a treadmill. If that is you, the time savings compound fast. It is strongest on straightforward investment sales and weaker on complex, multi-tenant leasing work, which is on the roadmap rather than in the product today.
The bigger takeaway sits underneath the features. Henry’s whole design bets on the same thing we keep telling members to demand: an AI tool is only as good as the data it stands on and the human who checks it. Henry builds on your firm’s own files, cites its sources, and keeps a person in the loop before anything ships. That is the pattern that separates tools worth paying for from a chatbot with no memory of your deals.
We break down a tool like this every week and actually run them on real CRE deals. If you want the running list of what holds up, that is what the AI for CRE Collective is built around: 775+ operators testing and sharing what is worth paying for. Join here: https://www.skool.com/ai-for-cre-collective/about
