Medicare Operations Specialist, ISA

Responsibilities

• 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

Additional Information

Join us in creating a better way! At eHealth, our mission is to expertly guide consumers through their health insurance and related options when, where, and how they prefer. We're creating a better way - one that's transparent and trustworthy for both our consumers externally and our employees internally. Move your career forward while connecting countless people to the life- changing, quality care they deserve. Our diverse team of innovators supports one another in solving some of the toughest challenges. We're always on the lookout for creative opportunities to do right by our customers, and each other. Together, we're creating a better way to work, united by our common passion to make a difference. The ISA Operations Specialist serves as a primary operational, sales, training, and compliance resource for Independent Sales Agents within eHealth's 1099 program. This role is responsible for providing day-to-day support related to systems, compliance, commissions, contracts, and live sales assistance. The ISA Operations Specialist also serves as a sales coach and training resource, helping agents develop their Medicare sales skills, improve performance, and confidently serve beneficiaries while maintaining adherence to company and regulatory requirements.

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