Job Description

About Mainstay

Mainstay is the leading market intelligence platform purpose built for buying, managing, and selling homes in the single family rental industry. As an AI native company, we turn complex data into clarity that helps the industry move forward with confidence. Founded within Opendoor, Mainstay launched as an independent company in 2024 and recently raised a Series A round led by Khosla Ventures.

Ready to shape the future of real estate with AI? Join Mainstay and help us redefine what’s possible in the single family rental space. If you thrive on solving complex problems and want to make a tangible impact in a fast-growing industry, we’d love to hear from you - apply now and let’s move the industry forward, together!

About the role

We’re hiring a Growth Account Executive to own the full sales cycle for Mainstay’s platform and services portfolio. You’ll land new mid-market customers (SFR/BTR operators, proptechs, and lenders) through our seat-license entry point, then cross-sell our full suite of services (Tax Management, HOA, Data Products, Mail Triage, Revenue Management) to grow accounts over time. This is a quota-carrying role where you will co-author the mid-market sales playbook alongside our VP of Sales. What works, what doesn’t, and what scales will come from your reps.

This role is remote based in New York. Candidates must be located in New York or willing to relocate (relocation assistance provided).

In this role you will

• Own prospecting through close for mid-market accounts ($10K–$100K+ ACV). Run discovery, product demos, and commercial negotiations across multiple product lines.

• Land new customers through our seat-license platform, then cross-sell Tax, HOA, Data, Mail, and Revenue Management services to grow accounts into full-service relationships over 12-18 months.

• Partner with senior leadership on complex or larger deals. You bring the account context and commercial strategy; they bring executive relationships.

• Build and maintain a disciplined pipeline in HubSpot. Keep it accurate and current: no stale deals, no inflated stages, no fiction in the forecast.

• Co-author the mid-market sales playbook. Messaging, sequencing, objection handling, pricing strategy. If it doesn’t exist yet, you build it.

What we’re looking for

• 1-4 years of B2B SaaS closing experience (AE or senior SDR ready to close)

• Experience selling multiple products or services into the same account. You understand cross-sell sequencing and land-and-expand sales motions.

• You can run a technical demo, answer data methodology questions, and hold your own with operators who think in spreadsheets.

• You would rather build the process than wait for someone to hand you one.

• HubSpot proficiency. You keep your pipeline clean because you use it to sell, not because someone told you to.

Bonus points if you have

• PropTech, real estate technology, fintech, or data platform experience

• Familiarity with the single-family rental or build-to-rent ecosystem

• Experience selling into institutional real estate operators, lenders, or investors

• Experience with seat-based or usage-based pricing models

This role is a great fit if

• You have sold into complex, multi-product environments where the initial deal was a wedge into a larger relationship.

• You get energy from building something early. Ambiguity does not slow you down; you add structure to it and keep moving.

• You are coachable. You ask for feedback, absorb it, and adjust your approach. You do not confuse confidence with rigidity.

• You earn trust across teams without needing a formal mandate. When you need help from product, engineering, or ops, people respond because you have built credibility with them.

This role is not a great fit if

• You need a defined playbook before you can start selling. We are building the playbook. That is the job.

• Your best work happened at a company with 10x the headcount and budget. This is a ~150-person Series A company. Constraint is the default, and the people who thrive here treat it as a feature.

• You optimize for personal quota attainment over team outcome. We co-sell, share context, and build together.

• You rely on charm over preparation. Our buyers are analytical operators who manage large portfolios. They expect specificity.

#LI-AW

Mainstay Built on Trust

At Mainstay, trust is at the core of everything we do. We build trust with everyone -- from candidates to employees to partners. We believe in fairness and openness throughout our hiring process, evaluating candidates based on qualifications without regard to race, color, religion, national origin, age, gender, marital status, disability, veteran status, sexual orientation, gender identity, or any other protected status. Our privacy practices describe how we handle applicant information, you can find the policy details for California residents here

We are committed to providing reasonable accommodations throughout our recruitment processes for candidates with disabilities, pregnancy, religious beliefs, or other reasons protected by applicable laws. If you require assistance or a reasonable accommodation, please contact us at mainstay-recruiting@opendoor.com