Account Executive, Mid-Market

Location: In-office, 5 days a week at our SoHo office in New York City. We believe great things happen when we build side by side.

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

Notice to Candidates
To ensure fairness and proper consideration, we do not accept resumes or expressions of interest via email or social media messages.

Please note that 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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