Medicare Insurance Sales Agent (Remote)

Gallagher•Rolling Meadows, IL
•Remote

About The Position

Your Way Insurance (YWI), part of Gallagher, is hiring remote Medicare Sales Agents throughout the United States. The role helps individuals evaluate Medicare coverage through personalized conversations: understanding each customer’s needs, explaining plan options clearly, and guiding customers toward suitable coverage. Agents work with qualified inbound leads, support customers throughout enrollment, and stay current on Medicare products and regulations to provide accurate guidance and a strong customer experience. The position is fully remote and requires a dedicated private workspace and reliable hardwired internet connection for business use.

Requirements

  • High school diploma or equivalent.
  • Active health insurance license in the candidate’s resident state before the start date, maintained in good standing.
  • Medicare Line of Authority (LOA) for residents of North Carolina.
  • Ability to build rapport and establish trust through phone-based conversations.
  • Ability to explain complex information clearly and in a customer-friendly manner.
  • Commitment to providing a 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 reliable hardwired internet for business use.

Nice To Haves

  • Bachelor’s degree.
  • AHIP certification.
  • Experience in sales, insurance, healthcare, call center, or a related environment; preferred but not required.

Responsibilities

  • 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.

Benefits

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