Note: The job is a remote job and is open to candidates in USA. eHealth, Inc. is dedicated to guiding consumers through their health insurance options in a transparent and trustworthy manner. The Medicare Operations Specialist will provide operational, sales, training, and compliance support to Independent Sales Agents, helping them develop their Medicare sales skills and ensuring adherence to company and regulatory requirements.

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

Skills

• Experienced current or former eHealth 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)
• Annual performance bonus

Company Overview