Account Executive, Mid-Market

Location: In-office, 5 days a week at our SoHo office in New York City.
Who We Are Henry is bringing AI to one of the world’s largest and least digitized industries: commercial real estate. We help brokers work faster, win more deals, and drop the busywork. Series A, venture-backed, New York-based, and hiring people who want to build what comes next.
Why This Role You'll be one of Henry's first dedicated mid-market closers, turning a growing pipeline from our BDR pod into revenue.
Short sales cycles: discovery, demo and close in one to two calls with 3 to 4 decision makers.
Responsibilities Run full-cycle mid-market deals with CRE brokerages, PE firms, investors and independent brokers
Lead sharp discovery and tailored product demos that tie Henry to each buyer's workflow
Navigate 2 to 3 stakeholders per deal and close, often on the first or second call
Partner with your BDR pod on target accounts, outreach, demos and conference prep
Keep the CRM clean and your forecast accurate
Hand off smoothly to Customer Success and bring field feedback to Product
What You Bring 2+ years closing in a tech or SaaS Account Executive role, with a track record of hitting quota
Experience selling short-cycle, mid-market or SMB deals
Comfort running multi-stakeholder deals and asking for the close on the call
Super organized: tight pipeline, follow-up and CRM hygiene
Bonus: CRE, proptech or vertical SaaS experience
How We Assess Recruiter Screen (30 min): a conversation with our Head of Talent
Hiring Manager Interview (30 min): your deals, process and how you sell
Demo Role Play (60 min): run discovery and a demo of Henry for a mock brokerage buying committee, then re-run a section after feedback
Founder Chat (30 min): meet one of our co-founders
What We Offer Competitive salary + equity: A top-of-market base and meaningful stock options, so you share in what we build
Health, dental & vision: Comprehensive coverage for you and your family
Health & wellness stipend: Stay sharp with access to Equinox gyms, on us
Generous PTO: Take the time you need to recharge, plus company holidays
Breakfast, lunch & dinner: Catered meals in the office, every day
Beautiful SoHo office: Work from a bright, inspiring space in the heart of Manhattan
Early-stage impact: Work directly with the founders, own real problems, and help shape the company from the ground up
Henry AI may use AI notetakers and other recording devices in the recruiting process. If you interview with us, with your consent, we may record your conversations and summarize them into notes for internal use. Recording is optional, and declining will not affect your candidacy.
Henry AI is an equal opportunity employer. We are committed to diversity and inclusion in our company. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

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