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Account Executive - Employee Benefits
Tampa, FL
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Harrison Gray Search is partnering with a leading Florida insurance agency to find an experienced Employee Benefits Account Executive with proven expertise in client-facing service, book of business management, and self-funded plan administration.


Position Overview:

As Employee Benefits Account Executive, you will serve as a primary point of contact for a diverse portfolio of employer clients, building trusted advisory relationships and ensuring their employee benefits needs are consistently met. This role involves hands-on management of a substantial book of business, overseeing the delivery of all key client services—from plan renewals and compliance to open enrollment and claims analysis—with a particular focus on clients with self-insured (self-funded) health plans.


Key Accountabilities:

  • Directly manage and grow a portfolio of employer groups, acting as their central point of contact and advocate.
  • Lead all aspects of the client relationship lifecycle, including onboarding, renewals, and ongoing account strategy, with a strong focus on self-funded plan administration.
  • Prepare and confidently present data-centric materials such as claims experience reports, renewal proposals, alternative plan designs, contribution analyses, and benchmarking directly to decision-makers.
  • Oversee day-to-day policy administration for assigned accounts—including compliance documentation (5500s, SPDs, SBCs, etc.), open enrollment logistics, and resolving escalated client issues—in a proactive, detail-oriented manner.
  • Serve as the trusted liaison between clients and insurance carriers, ensuring timely issue resolution and the delivery of tailored benefits solutions.
  • Maintain regular and professional communication with clients, consistently setting expectations and proactively addressing their evolving needs.
  • Evaluate and recommend new or supplemental coverage lines by sourcing competitive proposals from carriers suited to client objectives.
  • Conduct in-person and virtual enrollment meetings, delivering clear, engaging presentations and educational materials.


Required Qualifications and Experience:

  • 2-15 state insurance license required (or ability to obtain quickly)
  • Bachelor’s degree preferred with 5+ years of employee benefits account management experience; background working with self-funded employer groups strongly preferred
  • Advanced skills in client presentation, communication, and the Microsoft Office Suite
  • Demonstrated success managing a significant book of business in a client-facing capacity
  • Candidates with extensive brokerage experience will be prioritized.


Additional Information:

  • Travel: Up to 20%, primarily for in-person client meetings and presentations
  • Perks include: Comprehensive health benefits, robust professional development, and flexible hybrid work arrangements to support work-life balance



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