Director of Enterprise, Brokerage

Henry • New York, NY

3d • Onsite

About The Position

Director of Enterprise, Brokerage NYC (In-Office, 5 Days/Week) Top of market pay 60+ Hours/Week Fastest-Growing AI-Native PropTech Company in the World 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 The largest brokerages in the world represent a huge share of the opportunity in our market. We're already working with teams inside all of them. The next step is turning those teams into firm-wide partnerships. That takes someone who knows brokerage from the inside. These deals are won on relationships and credibility: knowing how the firm is organized, who the real decision makers are, and how to move a deal across the teams, legal, IT, procurement, and leadership. Our founder has been running these conversations personally. We're now ready to bring on a Director of Enterprise to own them.

Requirements

• 5+ years working directly for a CRE brokerage.
• Deep relationships across brokerage, with people who lead teams and run the business at top firms.
• Thorough knowledge of brokerage workflows: pitches, BOVs, offering memoranda, comps, underwriting, and winning listings.
• Ability to run a deal end to end, from first conversation through pilot, scope, and signed contract, independently.
• Founder-level ownership mentality; willingness to handle any task necessary.
• A strong drive to prove oneself.
• Located in NYC or willing to relocate.
• Willingness to work 60+ hours a week.

Nice To Haves

• Experience closing enterprise software deals, especially into brokerages or financial services.
• Experience working across more than one of the top brokerages.
• Experience at a Series A to C startup.

Responsibilities

• Own a named list of the largest CRE brokerages and the path to firm-wide adoption at each one.
• Manage deals end to end: discovery, pilot, pricing, legal, security review, and procurement.
• Design the proof of concept, agree with the customer on what success looks like, and scope the rollout.
• Build senior relationships with brokerage leadership, heads of capital markets and investment sales, top producing brokers, and their support teams.
• Act as the voice of the brokerage customer, providing clear feedback to the product team.
• Co-pilot with the founder on the biggest accounts until trust is built.
• Build the enterprise playbook for landing new brokerages.

Benefits

• A once-in-a-career shot to make Henry the standard across the largest brokerages in the world.
• 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.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed