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 agent support related to systems, compliance, commissions, contracts, and live sales support.

What you’ll do:

• 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

Who you are:

• 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

What we offer:

• 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)

The base pay range reflects the anticipated pay range for this position. The actual base pay offered will depend on various factors including individual skills, experience, performance, qualifications, the department budget, and the location where work is performed. Base pay is one component of eHealth’s total rewards package, which also includes an annual performance bonus, plus an array of benefits designed to support employees’ personal and professional wellness. For more information on our total rewards offerings, please visit our career site.

Base Pay Range -$65,300 - $81,600

eHealth is an Equal Employment Opportunity employer. It is our policy to provide equal opportunity to all employees and applicants and to prohibit any discrimination because of race, color, religion, sex, national origin, age, marital status, sexual orientation, genetic information, disability, protected veteran status, or any other consideration made unlawful by applicable federal, state or local laws. The foundation of these policies is our commitment to treat everyone fairly and equally and to have a bias-free work environment.