Mid-Market Account Executive Housing & Healthcare AI (NY/Boston)

Mid-Market Account Executive

Lavendo partners with startups and high-growth companies to help them hire top-tier sales, GTM, and technical talent. This role is with one of our clients; we'll share full details about the company and interview process as we get to know you and confirm mutual fit.

About the Company

Our client builds a conversational AI platform that automates leasing inquiries, resident communications, maintenance requests, rent collection, and lease renewals, all centralized in a proprietary CRM. Backed by a $250 million Series E round from a top-tier venture firm, the company has grown to roughly 300 employees, powers 1 in 6 apartments in the U.S. across 5 million-plus units, and has sustained $200 million+ in ARR with 100% year-over-year growth for five straight years.

The Mission

Our client exists to make housing and healthcare two of the most essential yet historically frustrating services dramatically easier to access and manage by embedding AI agents directly into existing operational workflows. On the housing side, this means simplifying how renters tour apartments, sign leases, submit maintenance requests, and stay connected with their property team; on the healthcare side, it means easing appointment scheduling, intake, and provider communication.

The Opportunity

This is a ground-floor seat at a unicorn startup with a clear path to IPO within the next several years, giving new hires the chance to build the sales playbook rather than simply follow one. As a Mid-Market Account Executive, you'll help identify, engage, and close new business in the mid-market multi-family segment while partnering closely with Sales Ops, Marketing, and Customer Success to grow your own portfolio.

What You'll Do

• Work directly with prospective C-Suite, VP, and Director-level executives to drive adoption of the platform
• Own the entire sales cycle prospecting, initial outreach, product demos, negotiations, and expansions
• Attend industry conferences to build market presence across the US
• Act as the bridge between customers and product teams, surfacing feedback for new features and solutions
• Partner with Sales Ops, Marketing, and Customer Success to build playbooks, processes, and scripts for the next stage of growth

What You Bring

• 3+ years of quota-carrying B2B SaaS sales experience, with a consistent track record against an annual quota of at least $800K+
• Full-cycle sales ownership experience from prospecting through close with C-suite buyers, with experience of running product demos on your own and managing 2-3 month sales cycles
• Willingness to work in-office 4-5 days per week in New York City or Boston
• Willingness to travel roughly 40% to client sites
• Bonus: experience displacing legacy or incumbent vendors in competitive deals, or a background in real estate/proptech

Key Success Drivers

• You treat quota as a floor, not a ceiling
• You thrive without a rigid playbook, hate micromanagement, and want to write the rules instead of following them
• You bring in a hungry, all-in mentality and view this as a career-defining opportunity, not just another sales job
• You're comfortable operating with high autonomy and full ownership of outcomes, from prospecting through close

Why Join?

• Competitive compensation with a ~$110K base salary and an OTE of ~$295K
• Competitive equity in a company on a clear path toward an IPO within roughly two years
• Massive market traction: $200M+ ARR, 100% YoY growth for five consecutive years, and 5M+ housing units powered by the platform
• Full autonomy and no micromanagement you help write the playbook instead of following one
• Recognized among the top sales organizations for rep experience and attainment
• Backed by a $250M Series E round from a leading venture capital firm

Interviewing Process

1. Recruiter Screen (30 minutes)
2. Preliminary Interview
3. Mock Pitch
4. Onsite
5. Reference Check
6. Offer extended to successful candidates

We are proud to be an equal opportunity workplace and consider all qualified applicants without regard to race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran or military status, gender identity or expression, sexual orientation, or any other characteristic protected by law.