Enterprise AE

About Henry

Henry is redefining how commercial real estate professionals generate deal materials — pitch decks, BOVs, and loan packages — by combining generative AI with proprietary data integrations. We're the fastest-growing AI-native proptech company in the world, backed by tier one VCs including YC and already used by 80% of the top CRE brokerages in the world.

Why Now

The top 20 brokerages in the world represent a huge portion of the addressable revenue in our market. We're already inside many of them but need someone to open up the doors to the rest. This isn't a problem you solve with more demos. It's a problem you solve with someone who can map a 5,000-person organization, identify the four people who actually decide, and quarterback a 6–12 month deal across legal, IT, procurement, and the C-suite.

Responsibilities

• Own the 4–5 accounts that matter most. You'll be assigned a named-account list of the largest CRE brokerages and given full ownership of the path to firm-wide adoption.
• Multi-stakeholder mapping and orchestration. Identify champions, mobilizers, blockers, and economic buyers across each account — and build the trust required to get from a $50K team pilot to a $1M+ enterprise contract.
• Senior relationships. Be in the room with C-suite leaders (CROs, COOs, Heads of Markets), heads of capital markets, and procurement teams. You're comfortable holding your own at every level.
• Long-cycle deal execution. Handle procurement reviews, security questionnaires, MSA redlines, multi-year pricing — you've run the playbook before and you know where deals die.
• Co-piloting with the founder. The CEO will stay in senior meetings until trust is built. You're not on an island — you're the one quarterbacking the strategy and pulling him in at the right moments.
• Building the enterprise playbook. You won't inherit a process. You'll build the one we use to land the next ten brokerages after these.

Requirements

• 5+ years of enterprise sales experience, with at least 3 years closing six- and seven-figure ACV deals at high-growth SaaS or AI companies. Proptech or CRE-adjacent experience is a plus.
• You've personally closed $10M+ in ARR at the enterprise level, with at least one deal over $1M ACV.
• You navigate complexity for a living. You've sold into Fortune 500 organizations, run procurement gauntlets, gotten through legal and IT, and brought deals home that everyone else thought were stuck.
• Senior presence. You can sit across from a CRO and disagree with them productively. You're as comfortable in a boardroom as you are on a cold call.
• Founder-level ownership. No deal is "in someone else's lane." If something needs to happen — a custom proposal, a partner call, a 10pm redline — you make it happen.
• Strategic patience with operational urgency. You know enterprise deals take 6–12 months, and you also know that complacency kills them. You move every account every week.
• 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 (this is an in-person, 5 days/week role).
• You're ready to work 60+ hours a week because you're hungry, not because someone's watching the clock.

Bonus Points

• An existing rolodex inside one or more of the top 20 CRE brokerages
• Have built and scaled an enterprise motion at a Series A–C SaaS company
• Direct experience selling to CRE, capital markets, or financial services

Benefits

• A once-in-a-career shot to lock down the largest CRE brokerages in the world before any competitor can
• 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

Schedule

In-office, 5 days/week, 60+ hours/week.

Pay

Top of market pay.