Exceptional Service Begins With Exceptional People

Learn the Business
Develop expertise in benefits education, enrollment strategy, and client service.


Get Mentored by Proven Leaders Receive mentorship from professionals who have spent decades building successful enrollment organizations.
Grow Your Opportunity
Advance into leadership, account management, multi-carrier enrollment, and business development roles.

EnrollWell is a growing employee benefits and enrollment firm looking for Benefit Counselors to help employers educate employees and implement benefit solutions that improve understanding, appreciation, and utilization of workplace benefits.
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Our founders, Luke Rockwell and Andrew Casperson, built successful careers through the entrepreneurial, relationship-driven approach that helped make Aflac one of the most recognized names in voluntary benefits. Today, those same principles continue to shape how we train, mentor, and develop new team members.
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New team members typically begin by working with Aflac products and enrollment programs while developing valuable skills in benefits communication, client relationship management, enrollment support, and business development.
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As you grow, opportunities may expand into broader enrollment services, multi-carrier solutions, leadership roles, account development, and business-building opportunities.
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The Benefit Counselor position is ideal for individuals who enjoy working with people, value flexibility and performance-based income, and are looking for a long-term growth opportunity in the employee benefits industry.​​​


