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Account Executive

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Location: Remote
Compensation: Salary
Reviewed: Tue, Nov 10, 2026
This job expires in: 30 days

Job Summary

Owning the full sales cycle for small employers, the full-time Account Executive will prospect clients, conduct discovery meetings, demo products, and close deals while managing a team of AI agents to support sales efforts in the Tampa area.

Key responsibilities
  • Prospect small employers and their brokers through various outreach methods to build a personal sales pipeline
  • Conduct discovery meetings with HR leaders and brokers to create compelling business cases
  • Manage the sales process from product demos to closing, while coordinating first meetings for Regional Vice Presidents with larger clients
Required qualifications
  • Minimum of 2 years in a quota-carrying sales role with a proven track record
  • Experience in high-volume outbound prospecting, including cold calling
  • Strong discovery skills and comfort discussing financial aspects with business owners
  • Familiarity with selling HR, benefits, insurance, or health technology to small and mid-sized employers
  • Ability to manage a team of AI agents and maintain disciplined CRM practices

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