get hired at
Henry AI
AI that automates the back office of commercial real estate deals (underwriting, decks, comps)
- —
- FCLTRVFOY+7
- New York
- AI
Open roles at Henry AI
4 positions we're tracking, re-checked daily
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 $5.99/week, cancel any time.
- live
livewatching Henry AI0 applicants
- +2h+2hrole spotted & verified1
- +4h+4hyou get the alert1
- day 3day 3you've applied~8
- day 7+day 7+hits the job boards250+
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.
Investors: FirstMark Capital (lead), Thomson Reuters Ventures, Follow-on: Y Combinator, Susa Ventures, 1Sharpe, StoryHouse Ventures, Pioneer Fund, RXR Arden Digital Ventures, Karman Ventures, Coalition Operators
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 is a AI company based in New York. For a AI company this size, the reality is 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
- Who decides
- the hiring manager
- Best channel
- LinkedIn or direct email
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.
Lead with their problem, not your ambition. Henry AI is focused on FirstMark (Shopify, Discord, Pinterest) leading, with Thomson Reuters Ventures as a strategic, is a strong Series A signal — show you understand that.
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
We don't yet have verified candidate reports for Henry AI. What follows is the typical process for a -person AI company, so treat it as a model, not confirmed detail.
Interview stages
- 1
Recruiter Screen
Phone or video · 30 min
What it testsBasic qualification and logisticsUsually run byRecruiter or HR - 2
Hiring Manager Interview
Video call · 45 min
What it testsRole fit and experience deep-diveUsually run byHiring manager - 3
Technical/Functional Round
Video call · 60 min
What it testsSkills assessment and problem-solvingUsually run byTeam members - 4
Final Round
In-person or video · 60 min
What it testsCulture fit and cross-functional alignmentUsually run bySenior 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 14 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.
Henry AI jobs, frequently asked questions
How many jobs does Henry AI have open?
Henry AI currently has 4 open roles, last verified October 2, 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?
Expect 100-250 applicants in the first two weeks for AI roles at this size. Apply within 72 hours for best odds.
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 $5.99/week, cancel any time.
- live
- +2h+2hrole spotted & verified1
- +4h+4hyou get the alert1
- day 3day 3you've applied~8
- day 7+day 7+hits the job boards250+
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