Founding Sales Director

📍 NYC (In-Office, 5 Days/Week)

⏱ 60+ Hours/Week | $150K–$180K + Generous Equity

🚀 Fastest-Growing AI-Native PropTech Company in the World

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 Susa Ventures and already used by 80% of the top cre brokerages in the world.

Why Now

For the past 12 months, our founder has personally run every single sales call—hundreds of them. The demand is overwhelming. We’re booked out 8+ weeks in advance. Prospects are offering to pay extra just to skip the line.

This isn’t a sales problem. This is a capacity problem.

We’re now ready to bring on our first Founding Sales Director / Founding Senior AE to help catch us up and scale us forward.

What You'll Do

• Own the entire sales funnel: 60% inbound demos from pre-sold prospects, 40% outbound strategy to test and build future repeatable plays
• Talk to high-intent buyers daily—your calendar will be full but the expectation is your still creating pipeline
• Collaborate directly with the founder to refine messaging, positioning, and demo flow so we can prove a repeatable sales process ASAP.
• Build the outbound motion from scratch, with a path to leadership as we scale the team
• Help craft the systems, culture, and GTM strategy of a future unicorn

Who You Are

• 5+ years of experience as a front line seller
• Massive chip on your shoulder, you've either been overlooked before or someone tried to take you down. There's something to prove and no one is going to stop you.
• Willingness to step back onto the front line even if you are currently acting in a manager capacity. Nothing is above you. Getting your hands dirty is a must.
• You’ve closed $5M+ in ARR either at a high growth Vertical SaaS adjacent industry or proptech company
• You thrive in high-velocity, founder-led environments. You can handle the pressure and match the tempo and intensity of the founders.
• You're a doer —your instinct is to pick up the phone and create momentum
• You can run 8–12 demos a day and still have energy for a strategic debrief
• You want to build the playbook, not just follow one
• 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 If You

• Have experience selling to CRE professionals
• Have built and scaled an end to end sales motion

What You Get

• A once-in-a-career shot to build the sales engine of the first $1B AI native proptech company
• Ability to sell a product customers already beg to buy
• Equity in a venture-backed company growing faster than we can staff