Senior Account Executive (Remote)

TheGuarantors is a fintech company helping multifamily owners and operators mitigate leasing risk while expanding access for renters. With a deep understanding of owner, operator, and renter needs, we believe renters deserve better access to the home of their choice and operators deserve greater protection and growth opportunities. That’s why we’re leveraging our real estate expertise and using AI-driven renter underwriting to help operators qualify renters faster while mitigating the financial risk of renter default. With $7B+ in lease value protected, we work with 9 of the country’s top 10 operators, are the #1 lease guarantee provider nationwide, and have consistently been named one of Inc. 5000’s fastest-growing companies, one of Forbes’ Best Startup Employers, and one of Deloitte’s Technology Fast 500.

The Role

The Senior Account Executive is responsible for owning full cycle sales on a named prospect list. This role supports driving new business growth by acquiring net new multifamily property management clients for TheGuarantors.

The ideal candidate will bring 4+ years of proven B2B full cycle sales experience and will be expected to strategically prospect, close and grow accounts through their first six months with TheGuarantors in concert with our Account Management team.

What You’ll Do

• Own prospecting strategy, conduct thoughtful discovery, build relevant demos, and manage objection handling in a structured but dynamic full-cycle sales motion.
• Meet or exceed quota on a specific named book of prospects by maintaining consistent and thoughtful prospecting efforts in line with state expectations. 
• Actively support Account Management and Partner Success in a defined kickoff, launch, and review cycle for new accounts.
• Represent TheGuarantors at trade shows, industry events, and client dinners as part of a targeted and thorough event-based marketing strategy. 
• Gather and share competitive intelligence regarding market share, practices, and industry trends.
• Execute day-to-day responsibilities related to engaging with and acquiring new business with accuracy, timeliness, and consistency.
• Analyze, review, or maintain assigned prospect records, leads, opportunities in the pipeline, and account performance data while following pitch scripts and operational guidelines to support business needs.
• Partner with Account Management, GTM, Marketing, and Customer Success to support closing business and creating successful client launches.
• Communicate updates, risks, blockers, and recommendations clearly and proactively.
• Identify opportunities to improve pitch processes, script quality, talk track efficiency, and objection handling while maintaining compliance with insurance regulations.
• Use data, judgment, and business context to inform decisions and recommendations.
• Manage assigned work independently and follow through on commitments, deadlines, and deliverables.
• Ensure work is completed in accordance with applicable policies, procedures, standards, and regulatory requirements.
• Perform other role-related responsibilities as assigned and aligned with business needs.

Required Qualifications

• 4+ years of experience in B2B sales.
• Experience with Hubspot (or a similar CRM), Google Suite, Excel, LinkedIn SalesNav,  Zoom (or similar video conferencing tools) is required.
• Strong understanding of pipeline management and selling through a structured sales methodology like Challenger, with the ability to apply that framework dynamically in new contexts.
• Demonstrated ability to manage B2B sales cycles, partner with GTM, Account Management, Customer Success, and Marketing, and deliver high-quality work in a dynamic business environment.
• Bachelor’s degree in Business, Finance, English Literature, Communications, Psychology, or equivalent practical experience.

Preferred Qualifications

• Experience working in a regulated, client-facing environment.
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