Account Executive - Mid Market

Account Executive, Mid-Market

Rentable • Remote (United States) • Full-Time

About Rentable

Rentable is the full-service security deposit management platform built for multifamily owners and operators. Our software automates the entire deposit lifecycle — from collection and compliance through refunds and disputes — while giving residents flexible financial amenities that make moving in easier. Property managers use Rentable to boost NOI, accelerate leasing velocity, and reduce the operational drag of handling deposits across dozens of state and local jurisdictions.

We integrate natively with leading PMS platforms including Yardi, Rent Manager, and MRI, and partner with the best in fintech — Plaid, Dwolla, and Stripe — to deliver a seamless experience for both PMs and renters. Our platform is trusted by operators like First Service Residential, The Broadway Company, and Kingston Real Estate Management, and we’re growing fast.

The Role

We’re hiring a Mid-Market Account Executive to own the full sales cycle for a defined territory of multifamily operators, owners, and management companies (typically 1,000 to 10,000 units). You’ll be responsible for sourcing, qualifying, demoing, and closing new logos — partnering closely with SDRs, Solutions Engineering, and Customer Success to land deals that set our customers up for long-term success.

This is a closer’s seat. You’ll carry a meaningful quota, run a disciplined pipeline, and have direct influence over how Rentable wins in the mid-market segment. If you’ve sold into property management before — and you know what it takes to navigate a multi-stakeholder deal involving operations, finance, and IT — you’ll feel right at home.

What You’ll Do

• Own the full sales cycle: prospect, qualify, demo, negotiate, and close new business with mid-market multifamily operators.
• Build and manage a healthy pipeline of 3–4x quota coverage through a mix of outbound prospecting, marketing-sourced leads, and SDR-supported outreach.
• Run discovery that uncovers real pain around deposit handling, compliance risk, resident experience, and NOI — and tie Rentable’s value back to those outcomes.
• Deliver compelling demos and ROI conversations tailored to operations, accounting, and executive stakeholders.
• Lead contract negotiations through to signed agreement, partnering with Legal and Finance as needed.
• Forecast accurately in Hubspot and contribute to a high-trust, data-driven revenue team culture.

What We’re Looking For

Required

• 3+ years in a quota-carrying closing role
• Proven track record of hitting or exceeding new-business quota.
• Strong discovery and demo skills
• Excellent written and verbal communication and the ability to navigate conversations from on-site leasing teams to C-suite.
• Self-directed and remote-ready — you can manage your own calendar, pipeline, and priorities without being micromanaged.

Strongly Preferred

• PropTech experience — you’ve sold software into multifamily, property management, or adjacent real estate verticals.
• Familiarity with PMS platforms like Yardi, RealPage, Entrata, Rent Manager, or MRI.
• Existing relationships with regional or national multifamily operators.
• Experience selling into multi-stakeholder deals involving operations, accounting, and IT.

Benefits & Perks

• Comprehensive medical, dental, and vision insurance.
• 401(k)
• Unlimited PTO and company-recognized holidays.
• Fully remote work environment
• Team offsites and in-person gatherings throughout the year.