Growth Account Executive

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.

Responsibilities

• 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.

Requirements

• 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.