Director of Enterprise, DUS Lenders

Henry AI, Inc.; New York (NY); On-site; USD 180,000 - 260,000; Full time

Benefits offered by this job

Equity stake

Founder-led environment

In-person collaboration

Job summary

Henry AI, Inc. seeks a Director of Enterprise in New York to lead end-to-end deal execution with major DUS lenders. You will own relationships, design proofs of concept, and guide pilots through to signed contracts, collaborating with the founder.

You must have 5+ years directly with Fannie Mae, Freddie Mac, or a DUS lender, plus deep agency lending networks and a proven enterprise software track record. This is an in-person role, five days a week in NYC.

Qualifications

• 5+ years directly for Fannie Mae or Freddie Mac or a DUS lender.
• Deep relationships across agency lending networks.
• End-to-end deal execution experience from first contact to contract.

Responsibilities

• Own the DUS lender relationships and drive firm-wide adoption.
• Lead discovery, pilot, pricing, legal, security review, and procurement.
• Design proof of concept and scope rollout without handoffs.

Skills

DUS lender relationships

Enterprise sales

Negotiation

NYC relocation

Education

Bachelor's degree or equivalent

Job description

Location: In-office, 5 days a week at our SoHo office in New York City. We believe great things happen when we build side by side.

About Henry

Henry is the AI deal platform for commercial real estate. Brokers use Henry Deal to run the entire deal workflow: agentic comps, underwriting, and instantly generated deal materials like pitch decks, BOVs, and offering memoranda. We're the fastest-growing AI-native proptech company in the world, backed by tier one VCs including YC. Teams from all of the largest commercial real estate brokerages are on the platform.

Why Now

DUS lenders run on documents. Every loan they originate needs underwriting, a credit memo, and a loan package that holds up to agency review, and today most of that is built by hand under deadline. That's exactly the work Henry automates.

DUS lenders are a huge opportunity for us, and winning them takes someone who knows this world from the inside. These deals are won on relationships and credibility: knowing who runs production, who owns credit, and who actually signs. Our founder has been running these conversations personally. We're now ready to bring on a Director of Enterprise to own them.

What You'll Own

• The DUS lenders that matter most: You'll own a named list of the largest DUS lenders and the path to firm-wide adoption at each one.

• Deals, end to end: First meeting to signed contract: discovery, pilot, pricing, legal, security review, and procurement. You run every step yourself.

• The pilot and the scope: You design the proof of concept, agree with the customer on what success looks like, and scope the rollout. No handoff to a solutions team.

• Senior relationships: Heads of production, chief credit officers, originators, and underwriting leads. You're credible in every room because you've sat in their seat.

• The voice of the lender: You know how agency deals actually get done inside a DUS lender, and you turn that into clear feedback for our product team.

• Co-piloting with the founder: The CEO will stay close on the biggest accounts until trust is built. You own the strategy and pull him in at the right moments.

• The DUS lender playbook: You won't inherit a process. You'll build the one we use to land the next ten lenders after these.

Who You Are

• 5+ years working directly for Fannie Mae or Freddie Mac, or at a DUS lender. This one is required.

• Deep relationships across agency lending. You know the people who run production and credit at the top DUS lenders, and they take your call.

• You know the workflow cold: sizing, underwriting, credit memos, loan packages, and what agency review requires.

• You can run a deal end to end, from the first conversation through pilot, scope, and signed contract, without someone holding your hand.

• Founder-level ownership. No task is "in someone else's lane." If something needs to happen, a custom proposal, a partner call, a 10pm redline, you make it happen.

• A massive chip on your shoulder. You've been overlooked, doubted, or counted out. You have something to prove and no one is going to stop you.

• You're in NYC or willing to relocate (in-person, 5 days/week).

• You're ready to work 60+ hours a week because you're hungry, not because someone's watching the clock.

Bonus Points If You

• Have closed enterprise software deals, especially into lenders or financial services

• Have worked across more than one DUS lender

• Have worked at a Series A to C startup

What You Get

• A once-in-a-career shot to make Henry the standard across DUS lenders

• The fastest path to enterprise leadership at a category-defining AI company

• Equity in a venture-backed company growing faster than we can staff

• A founder who will fight alongside you to win every deal and get out of your way once you're rolling

Please note that Henry AI may use AI notetakers and other recording devices in the recruiting process. If you interview with us, with your consent, we may record your conversations and summarize them into notes for internal use. Recording is optional, and declining will not affect your candidacy.

Henry AI is an equal opportunity employer. We are committed to diversity and inclusion in our company. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.