Henry AI
AI that automates the back office of commercial real estate deals (underwriting, decks, comps)
Last verified August 17, 2026 · Updated daily
What Henry AI is building
Henry automates the document-heavy grunt work of commercial real estate brokerage. From a sentence and a rent roll, it builds a custom underwriting model (living in Excel, syncing back), ranks comps and past transactions from a firm's own data, writes market research with cited sources, drafts institutional pitch decks on the firm's brand, and generates ranked buyer lists from the firm's CRM and closing history. It runs from email and inside Excel — no new tool to learn. The deeper play (Henry Deal) is a system of record that turns a firm's scattered institutional knowledge into reusable operational intelligence. Per its release, automation 'reduced analyst production time by approximately 90%,' cutting work that required about 15 hours per deliverable to roughly 30 minutes of human review.
Why this matters
FirstMark (Shopify, Discord, Pinterest) leading, with Thomson Reuters Ventures as a strategic, is a strong Series A signal. The kicker: FirstMark's Adam Nelson, who led the round and joined the board, originally advised Greenwall against starting the company when they met during the 2024 YC batch — his view rested on brokers being a difficult group to sell software to. Henry reached most of the largest US brokerages anyway. That's a 'proved the skeptic wrong' story investors love.
Open roles at Henry AI
4 positions we're tracking. Roles are re-checked daily and removed when filled.
Know when Henry AI is hiring before anyone else
A role stays uncontested for about four days. Here's the window — and where we put you in it.
From $9/month, cancel any time.
Watching Henry AI
0 applicantsRole spotted & verified
1You get the alert
1You've applied
~8Hits the job boards
250+Hiring outlook
The capital is explicitly for expanding engineering and product teams to build from a 'document engine' into the system of record for CRE deals. They have a live careers page (via Dover) and a big roadmap ('winning the deal today, the entire back office tomorrow').
Working at Henry AI
Henry AI: AI that automates the back office of commercial real estate deals (underwriting, decks, comps). Founded , currently employees. At this stage, expect opportunity to shape your role based on the company stage.
Most Henry AI jobs are based in New York.
How to actually get hired at Henry AI
Why applying the normal way doesn't work
Henry AI uses an ATS, but referrals still come first. Cold applications aren't ignored — they're just behind referrals, sourced candidates, and recruiter picks.
Who to contact at Henry AI
What to show them
Show you can sit with non-technical enterprise users (brokers) and translate messy workflows into product — plus comfort with Excel/financial modeling and document generation. CRE or fintech domain knowledge is a strong differentiator.
A cold email that works at Henry AI
What Henry AI screens for
Understanding the CRE deal workflow (offering memorandums, underwriting, comps, buyer lists) and that Henry's moat is accumulated firm-specific data — 'every deal makes the next one easier to win' — shows you read the product, not just the headline.
Don't send a generic CV to Henry AI. Mirror the job posting's language to get past automated screening.
Don't make these mistakes
Don't describe it as a 'ChatGPT for real estate' — Henry's differentiation is that it's built on each firm's own data and templates with cited, on-brand output, syncing to a live Excel model. Don't underestimate how hard selling to brokers is; show you get the workflow.
Mistakes that kill Henry AI applications
At people, a copy-paste CV is immediately obvious. It's an instant no.
Nobody cares what you want. Start with FirstMark (Shopify, Discord, Pinterest) leading, with Thomson Reuters Ventures as a strategic, is a strong Series A signal and how you'd help.
Don't apply and wait. The median AI application gets no response ever. One follow-up at day five roughly doubles reply rates.
Applying to Henry AI? Get the contact, not the form.
The Henry AI interview process
4 stages · 14 days typical · take-home: yes · modelled from similar companies
We don't yet have verified candidate reports for Henry AI. What follows is the typical process for a -person AI company — treat it as a model, not confirmed detail.
Interview stages
Recruiter Screen
Phone or video · 30 min
Basic qualification and logistics
Recruiter or HR
Hiring Manager Interview
Video call · 45 min
Role fit and experience deep-dive
Hiring manager
Technical/Functional Round
Video call · 60 min
Skills assessment and problem-solving
Team members
Final Round
In-person or video · 60 min
Culture fit and cross-functional alignment
Senior leadership
Henry AI take-home assignment
Henry AI includes a take-home exercise in their interview process. For AI roles, this typically involves a practical problem that takes 2-4 hours. Focus on clean, working code over premature optimization. They're evaluating how you think and communicate, not just the solution.
Henry AI interview timeline
At days, Henry AI's process is about average than typical for AI (14 days at this size).
Interviewed at Henry AI?
Tell us how it went — stages, questions, timeline. Takes 90 seconds and it's how this page stays accurate for the next person.
Submit your Henry AI interview experience →Henry AI jobs, frequently asked questions
How many jobs does Henry AI have open?
Henry AI currently has 4 open roles, last verified July 2026.
Does Henry AI hire remotely?
All current Henry AI roles are based in New York.
What roles is Henry AI hiring for?
Henry AI is hiring across Engineering, Product, Design. The most recent opening is Full-Stack Engineer.
How do I apply for a job at Henry AI?
Apply directly through the links above, or read our guide on how to actually get hired at Henry AI.
Does Henry AI respond to cold emails?
We're still collecting cold email data for Henry AI.
Who is the hiring manager at Henry AI?
At this size, hiring is usually run by the hiring manager.
How competitive is it to get hired at Henry AI?
-person AI companies see ~100-250 applicants per role in two weeks. The 72-hour window is your advantage.
How many rounds is the Henry AI interview?
4 stages: Recruiter Screen, Hiring Manager Interview, Technical/Functional Round, Final Round.
Is the Henry AI interview hard?
It concentrates on technical depth and system design rather than abstract puzzles. The stage candidates find hardest is Technical Interview.
Does Henry AI give a take-home task?
Yes, Henry AI includes a take-home assignment.
How long does Henry AI take to get back to you?
Around 14 days across the full process.
What should I prepare for the Henry AI interview?
Study technical depth and system design. At this size (), they care about self-sufficiency over textbook knowledge.
Where is Henry AI based?
Henry AI is headquartered in New York, US.
Get Henry AI roles before they're posted
A role stays uncontested for about four days. Here's the window — and where we put you in it.
From $9/month, cancel any time.
Watching Henry AI
0 applicantsRole spotted & verified
1You get the alert
1You've applied
~8Hits the job boards
250+