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Senior Account Executive

Own full-cycle B2B sales on a named prospect list, prospecting, demoing, and closing multifamily property management clients. Requires 4+ years B2B sales experience and proficiency with HubSpot, LinkedIn SalesNav, and structured sales methodologies.

About the job

Responsibilities

  • 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.
  • 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 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.
  • 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.

Requirements

  • 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).
  • 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.

Nice-to-Haves

  • Experience working in a regulated, client-facing environment.
  • Experience using Power BI, ZoomInfo, Monday.com, Enable.Us (or similar data room tools), Gong, and ALN.
  • Exposure to the commercial multifamily real estate industry, proptech, or insurance.
  • Prior experience in the commercial multifamily real estate industry, consumer credit, lending, or B2B SaaS.

Compensation & Benefits

  • Base salary range: $85,000 - $100,000 annually (OTE $180,000 - $235,000 first year).
  • Medical, dental, & vision insurance beginning day one.
  • Health savings account with employer contribution.
  • Flexible spending accounts (healthcare, dependent care, commuter).
  • 401(k).
  • Generous PTO and paid holidays.
  • In-office lunch perk.
  • Flexible working hours.
  • Paid parental leave.
  • Company sponsored short and long term disability.

Skills

HubSpot, Google Workspace, Excel, LinkedIn Sales Navigator, Zoom, Challenger Sales Methodology, Pipeline Management, B2B Sales, Power BI, ZoomInfo

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