Henry.ai is hiring our first Founding Senior Account Executive to accelerate our growth and meet overwhelming customer demand.

About Henry

Henry is transforming how commercial real estate professionals create deal materials—pitch decks, BOVs, and loan packages—by automating the most time-consuming parts of the process. Using cutting-edge generative AI and proprietary data integrations, our platform helps brokers move faster, win more, and focus on what matters most. Backed by top-tier investors including Y Combinator and Susa Ventures, Henry is already trusted by 80% of the leading CRE brokerages and is the fastest-growing AI-native proptech company in the world.

Why Now

Over the past year, our founder has personally led every sales call—hundreds of them. Demand is outpacing supply. We’re booked 8+ weeks out, and some prospects are offering to pay extra to jump the line.

This isn’t a sales problem. It’s a capacity bottleneck—and we’re ready to solve it.

What You'll Do

• Own the full sales funnel: 60% inbound from highly engaged, pre-sold prospects; 40% outbound experimentation to develop repeatable plays

• Speak with high-intent buyers every day—your calendar will be packed, but building new pipeline is still part of the job

• Partner closely with the founder to sharpen our messaging, refine the demo flow, and prove a scalable, repeatable sales process

• Build our outbound motion from the ground up, with a clear path to sales leadership as we grow

• Shape the systems, culture, and GTM strategy of a future category-defining company
  

Who You Are

• A proven hunter with 3+ years of front-line sales experience—you know how to find, pitch, and close

• Comfortable rolling up your sleeves—whether you’re currently managing a team or not, you’re eager to get back in the trenches and lead by example

• You’ve personally closed $$1MM+ in ARR, ideally in high-growth SaaS, proptech, or a closely related vertical

• Energized by fast-moving, founder-led environments where speed and ownership matter

• A doer at your core—your instinct is to pick up the phone, drive momentum, and make things happen

• Capable of running 8–12 demos a day without losing strategic clarity or customer empathy

• Excited to build the playbook from scratch—not just execute someone else’s

• Based in NYC or ready to relocate (this is a 5-days/week, in-person role)

• Motivated by drive, not oversight—you bring the hustle because you want the win
  

How We Operate

• We're in the office 5 days a week at our HQ in SoHo—collaboration, speed, and iteration happen in real time

• Our founders and team are grinding alongside you, often putting in well over 40 hours per week

• We move fast, execute relentlessly, and expect high output—not because of micromanagement, but because we’re all deeply invested

• Everyone here has real skin in the game—we’re building equity

• This is the kind of place where speed matters, ownership is rewarded, and momentum is everything

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 opportunity to build the sales engine of the first $1B AI-native proptech company

• Ownership of enterprise and midmarket targets

• Sell a product that customers are already lining up to buy—with demand outpacing capacity

• Meaningful equity in a venture-backed rocketship growing faster than we can hire

• OTE discussion based on experience and in alignment with the market