Medicare Insurance Sales Agent (Remote)
Listed on Gallagher’s official careers site. Posted November 6, 2026. Check that it is still open and apply there.
Apply on Gallagher’s careers site →Job description
Introduction At Gallagher Benefit Services, you’re a trusted partner to organizations navigating some of their most important people decisions. We help clients build better workplaces, where people feel supported, empowered, and inspired to thrive. Whether it’s shaping benefit strategies, designing wellbeing programs, or advising on workforce challenges, the work you do here creates meaningful change for businesses and the people who power them.
We’re a community of bold explorers, trusted experts, and compassionate partners; working side by side to solve problems, and shape the future of work. Here, curiosity is encouraged, collaboration is second nature, and your ideas have room to grow. If you’re looking for a place where your contribution matters and where you can help build a better world of work; think of Gallagher.
Overview
Your Way Insurance is a people-first organization built on compassion, integrity, and service. Our greatest strength lies in our talented and driven team, dedicated to helping seniors find Medicare plans that truly fit their needs, the right way. Through our one-stop shopping experience, we make it easy to compare top national health insurance carriers and choose coverage with confidence. Now part of Gallagher, a global leader in insurance, risk management, and consulting, you’ll join a network of professionals committed to empowering individuals, businesses, and communities to thrive.
Whether you're supporting clients directly or contributing behind the scenes, you'll be part of a culture defined Your Way: shared values, excellence, and a passion for doing what's right. YWI is hiring remote Medicare Sales Agents throughout the USA. We believe every candidate brings something unique to the table, including you! This is a fully remote role. An application with us takes only 3 minutes! How you'll make an impact In this role, you'll help individuals navigate one of the most important healthcare decisions they'll make.
Through personalized conversations, you'll take time to understand each customer's needs, explain Medicare coverage options in a clear and simple way, and guide them toward the plan that best fits their situation. You'll be a trusted resource throughout the enrollment process, helping customers feel informed and confident in their decisions. You'll work with qualified inbound leads, collaborate with a supportive team, and stay current on Medicare products and regulations so you can deliver accurate guidance and an outstanding customer experience.
Key responsibilities include: Conduct needs-based consultations with prospective Medicare beneficiaries. Explain Medicare plan options, benefits, and coverage differences in an easy-to-understand manner. Guide customers through the enrollment process and complete applications accurately. Respond to customer questions and concerns in a timely and professional manner. Maintain knowledge of Medicare regulations, carrier products, and industry updates.
Partner with team members and leaders to support customer satisfaction and sales goals.
About You
High school diploma or equivalent required; bachelor's degree preferred. Active Health Insurance License in your resident state prior to start date, maintained in good standing. AHIP certification preferred. Medicare Line of Authority (LOA) required for residents of North Carolina. 1+ years Experience in sales, insurance, healthcare, call center, or a related environment is preferred but not required. Ability to build rapport and establish trust through phone-based conversations.
Ability to explain complex information in a clear, simple, and customer-friendly manner. Commitment to providing high-quality customer experience and helping individuals make informed decisions. Ability to navigate multiple systems and accurately document customer interactions. Ability to meet individual performance and sales goals in a fast-paced environment. Dedicated private workspace free from distractions and the ability to maintain a reliable, hardwired internet connection for business use.
Compensation and benefits 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)
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