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Henry AI (YC S24) · 3 days ago

Account Executive

New York, NY

Full-time

Onsite

Mid, Senior Level

$180K/yr - $240K/yr

3+ years exp

Henry AI is the fastest-growing AI-native PropTech company in the world, revolutionizing how commercial real estate professionals generate deal materials. They are seeking a Founding Account Executive/Senior Account Executive to own the entire sales funnel and collaborate with the founder to refine sales strategies and processes.

Generative AIReal EstateSaaS

Responsibilities

Own the entire sales funnel: 50% inbound demos from pre-sold prospects, 50% outbound strategy to test and build future repeatable plays

Talk to high-intent buyers daily—your calendar will be full but the expectation is you're 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

Qualification

Sales funnel managementClosing $5M+ ARRExperience in proptechBuilding sales playbookHigh-velocity environmentCollaboration with foundersOutbound sales strategyDemosStrategic debriefs

Required

3+ 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