Enterprise Account Executive (AI/PropTech)

Location: New York; hybrid, with three days a week in the Midtown Manhattan office

Salary: $130,000–$150,000 annual base salary plus uncapped commission; target OTE of $260,000–$300,000

Company

AI-native enterprise software company transforming how real estate investment managers work by extracting structured intelligence from complex documents and data.

What you will do

• Own full-cycle new business across North America, from outbound prospecting through contract signature.
• Source, run, and close $250,000–$400,000+ ACV deals with institutional real estate owners, operators, and investment managers.
• Build and manage a self-generated pipeline and lead consultative sales cycles with C-level buyers and heads of function.
• Partner with pre-sales to demonstrate the product using prospects’ own data and navigate procurement, legal, and security reviews.
• Create the sales playbook, including qualification, messaging, sequencing, and deal reviews.
• Share customer and deal intelligence with Product and Engineering, and turn wins into references and case studies.

Requirements

• 5+ years of enterprise sales experience as a consistently over-quota, full-cycle Account Executive.
• Experience selling complex technical products such as AI/ML, deeptech, fintech, or similar B2B SaaS products.
• Experience closing six- and seven-figure deals through procurement, legal, and multi-stakeholder approval.
• Ability to engage C-level stakeholders independently, build sales materials, and manage data-driven sales processes.
• Ability to work in the Midtown Manhattan office three days per week.

Nice to have

• Venture-backed startup experience across multiple funding rounds.
• Experience shaping go-to-market strategy in a scaling environment.
• Commercial real estate, proptech, or real-assets expertise.
• Deep HubSpot and sales automation expertise.

Culture & Benefits

• Series A company with approximately 30 employees and a daily shipping culture.
• Meaningful equity on a standard vesting schedule.
• Company-sponsored medical, dental, life insurance, and 401(k) contributions.
• Unlimited PTO, a $100 monthly wellbeing budget, and a $1,000 annual training budget.
• Paid parental leave and support for IVF, gender-affirming care, ADHD/autism diagnosis, specialist care, and therapy.