Benefits Account Executive

Scott Insurance • Richmond, VA • $90k - $160k / year • 2w ago

BENEFITS ACCOUNT EXECUTIVE

With over 160 years of experience, Scott Insurance is a leader in developing smart strategies and innovative programs customized to the needs of mid-market companies. We offer property & casualty, employee benefits, captive insurance and surety bonds solutions, as well as personal risk services. An employee-owned company, we are one of the largest independent agencies in the Southeast and have Captive Insurance operations in Grand Cayman and Vermont. For 30 years, we have earned the distinction of a Best Practices Agency and have consistently been ranked among the top 30 agencies in the country by Reagan & Associates, and were recently named to Business Insurance's national Best Places to Work list. Scott has nine offices across North Carolina, South Carolina, Tennessee and Virginia.

Our employee owners enjoy a strong, team-centric culture, excellent benefits and retirement programs. As an employee-owned company, our associates are more than employees; they are owners. This ownership creates a unique company culture and provides significant opportunities for our employee owners. We are driven by an entrepreneurial spirit and guided by out-of-the box thinking to deliver world-class service to our clients, primarily mid-market companies.

We are currently looking for a Benefits Account Executive to join our team in Richmond or Virginia Beach, VA. If you enjoy working in a dynamic environment that rewards excellence and encourages entrepreneurial thinking, we would like to hear from you!

PRINCIPAL OBJECTIVES OF THE POSITION

As a Benefits Account Executive, you will serve as a strategic partner to clients and your assigned producer, managing employee benefit accounts with a focus on retention, growth, and exceptional service delivery. At Scott Insurance, our Account Executives are responsible for overseeing the full client lifecycle—from plan strategy and renewal management to compliance oversight and ongoing consultative support.

This will be an on-site position with the opportunity to move to a hybrid schedule (3 days in-office per week + 2 days remote) once training is complete. This role may require travel to our branch locations and client sites to provide on-site support as needed.

PRINCIPAL DUTIES & RESPONSIBILITIES

Serve as a trusted advisor, guiding clients and supporting the assigned producer in long‑term benefits strategy and relationship management.
Lead development of strategic recommendations, including cost‑containment approaches and renewal strategies across self‑funded, fully insured, and captive plans.
Oversee renewal execution—directing project plans, coordinating internal resources, and managing carrier negotiations to achieve optimal results.
Provide high‑level guidance on complex issues, offering clear, consultative solutions to clients and internal teams.
Advise on ACA, HIPAA, ERISA, and related compliance matters with an emphasis on practical application.
Deliver insights through custom financial models and performance dashboards that inform client decision‑making.
Evaluate carrier methodologies and projections to provide objective, data‑driven recommendations.
Identify opportunities to expand services and deepen client engagement.
Act as the leader of the account management teams to align strategy, timelines, and execution across the client lifecycle.
Support effective use of agency systems and tools as part of overall client strategy.
Perform other duties as assigned.

POSITION QUALIFICATIONS & REQUIREMENTS

BA/BS degree (preferred) or equivalent combination of education and work experience.
4+ years of employee benefits administration experience required, with a strong understanding of underwriting methodologies and health reinsurance contract structures.
Exceptional relationship-building skills, with the ability to partner effectively with executive-level client stakeholders, including CFOs, CEOs, and HR Directors.
Demonstrated ability to lead and support internal service teams by managing timelines, setting expectations, reviewing work for accuracy, and assisting with technical and service development.
Active Life & Health insurance license or the ability to obtain a license within 90 days; CEBS designation preferred or progress toward completion.
Strong analytical, problem-solving, and project management skills, with the ability to successfully implement project strategies.
Excellent written, verbal, and presentation skills.
Highly organized with the ability to manage multiple priorities and deadlines, and advanced proficiency in Microsoft Excel.

Scott Insurance is an Equal Opportunity Employer

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