Posted Jul 9, 2026

Medicare Operations Specialist

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Job Description: • Provide operational, sales, and compliance support to Independent Sales Agents within eHealth’s 1099 program • Serve as a primary contact for agent inquiries related to systems, compliance, commissions, contracts, and sales support • Deliver real time support via chat and Microsoft Teams office hours • Host sales training and upskilling sessions for 1099 agents • Maintain accurate agent records, compliance documentation, and Ready to Sell status • Conduct compliance follow-ups and support corrective actions as needed • Monitor agent performance and identify coaching, training, and live sales support opportunities • Share agent feedback and insights to support continuous improvement of the ISA program • Demonstrate eHealth’s core values in daily work and decision-making Requirements: • Experienced current or former Medicare Supervisor with the ability to manage Independent Sales Agents and multiple priorities in a fast-paced environment • Well versed in Medicare and CMS regulations • Strong verbal and written communication skills • High attention to detail, particularly in compliance and documentation • Strong collaboration and relationship-building skills • Data-driven with experience using performance metrics • Effective problem-solving and operational support skills • Adaptable in dynamic sales environments • Customer-focused with a commitment to quality agent support • Additional insurance knowledge and sales experience, including life insurance, is a plus Benefits: • Generous benefits including medical, dental, and vision beginning on your first day of employment • 401(k) with company matching • Tuition reimbursement • Employee stock purchase program • 12 company-paid holidays and flexible time off (PTO for non-exempt employees)