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[Remote] Medicare Operations Specialist, ISA

Remote role Full-time Open position

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 with transparency and trust. The Medicare Operations Specialist will provide operational, sales, training, and compliance support to Independent Sales Agents, ensuring they develop their Medicare sales skills while adhering to company regulations.

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 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)

Company Overview

  • For nearly 30 years, eHealth has helped millions of Americans find the healthcare coverage that fits their needs at a price they can afford, using data, artificial intelligence and a consumer-first approach to help people quickly and effectively compare insurance options. It was founded in 1997, and is headquartered in Mountain View, California, USA, with a workforce of 1001-5000 employees. Its website is http://ehealthinsurance.com.
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