Licensed Health Insurance Support Specialist - Seasonal - Remote in Wisconsin

At Gallagher Bassett, we're there when it matters most because helping people through challenging moments is more than just our job, it’s our purpose.  Every day, we help clients navigate complexity, support recovery, and deliver outcomes that make a real difference in people’s lives. It takes empathy, precision, and a strong sense of partnership—and that’s exactly what you’ll find here. We’re a team of fast-paced fixers, empathetic experts, and outcomes drivers — people who care deeply about doing the right thing and doing it well. Whether you're managing claims, supporting clients, or improving processes, you’ll play a vital role in helping businesses and individuals move forward with confidence.  Here, you’ll be supported by a culture that values teamwork, encourages curiosity, and celebrates the impact of your work. Because when you’re here, you’re part of something bigger. You’re part of a team that shows up, stands together, and leads with purpose.

We are seeking licensed Health Insurance Agents to join our team during the Annual Enrollment Period (AEP) and Open Enrollment Period (OEP). This role will provide operational and sales support to our Field Producer team, helping ensure a seamless client experience during our busiest season.

The ideal candidate will possess strong customer service skills, attention to detail, and experience working with health insurance products. Agents will assist with administrative, sales support, and client-facing responsibilities, allowing Field Producers to focus on growing and servicing their books of business.

Position Details: 

• Pay: $25/hr
• Fully Remote in Wisconsin 
• Hours: M-F 9am - 5pm 
• Contract - 
  • Start Date: 9/14/26
  • End Date: 1/15/27

• Answer inbound client calls and assist with general health insurance inquiries.
• Schedule client appointments and coordinate calendars for Field Producers.
• Enter and maintain sales activities, opportunities, and client records in Salesforce.
• Conduct Medicare Part D prescription drug reviews and assist clients with plan comparisons.
• Provide administrative support related to enrollment and policy servicing.
• Assist with client follow-up and documentation requests.
• Support producers with application processing and enrollment-related tasks.
• Educate clients on available health insurance options when appropriate.
• Potentially assist clients with enrollment in ACA Marketplace health insurance plans, based on experience, licensing, training, and business needs.
• Maintain compliance with all carrier, CMS, HIPAA, and company requirements.

Required

• Active Health and Accident Insurance License.
• Previous experience working in health insurance sales, service, or enrollment.
• Strong verbal and written communication skills.
• Excellent organizational and time-management abilities.
• Comfortable working within CRM systems, including Salesforce or similar platforms.
• Proficiency with Microsoft Office applications.
• Ability to manage multiple priorities in a fast-paced environment.

Preferred

• Experience with ACA Marketplace plans.
• Experience conducting Medicare Part D reviews.
• Familiarity with Medicare and Individual Health Insurance products.
• Previous call center or client service experience.

#contingent 

#LI-KB3

At Gallagher, we believe supporting our colleagues goes far beyond the role itself. For more information, visit our Benefits page .

• Competitive compensation
• Comprehensive benefits programs designed to support your well-being 
• Career development opportunities and ongoing learning 
• A collaborative, people-first culture with accessible leadership 
• The opportunity to do meaningful work with global reach and local impact 

At Gallagher, we are dedicated to building an inclusive and authentic workplace. If your past experience doesn’t align perfectly, we encourage you to join our Talent Community to stay connected to additional career opportunities. At times, we will consider transferable skills from previous roles.

Gallagher is an affirmative action/equal opportunity employer (Minorities/Females/Veterans/Disabled)