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Director, Medicare Sales and Service

Job Description:

Fidelity Medicare Services is rapidly scaling, and we’re seeking a dynamic leader to help shape the future of our Medicare Advice & Planning team. As Director, you’ll lead a high-performing group of licensed Medicare Advisors, driving sales growth while fostering a culture of inclusion, collaboration, and continuous learning.

What You’ll Bring

  • Proven success in building diverse, high-performing teams with a growth mindset
  • 5–7 years of sales leadership experience, ideally in a call center environment
  • Deep knowledge of Medicare, compliance, and quality assurance
  • Strong cross-functional collaboration skills
  • Health insurance license (or willingness to obtain)
  • Bachelor’s degree or equivalent experience

Your Impact

  • Inspire and develop a team of remote and hybrid associates to deliver exceptional customer experiences
  • Champion a culture of curiosity, coaching, and continuous improvement
  • Collaborate across Fidelity to advance business goals and elevate our brand
  • Ensure operational excellence and regulatory compliance

The Team

You’ll be part of a fast-growing, customer-obsessed organization focused on helping people make confident Medicare decisions. We value positive energy, inclusivity, and a shared commitment to innovation and service.

The base salary range for this position is $90,000 - $150,000 per year.  

Placement in the range will vary based on job responsibilities and scope, geographic location, candidate’s relevant experience, and other factors.

Base salary is only part of the total compensation package. Depending on the position and eligibility requirements, the offer package may also include bonus or other variable compensation.   


We offer a wide range of benefits to meet your evolving needs and help you live your best life at work and at home.  These benefits include comprehensive health care coverage and emotional well-being support, market-leading retirement, generous paid time off and parental leave, charitable giving employee match program, and educational assistance including student loan repayment, tuition reimbursement, and learning resources to develop your career.  Note, the application window closes when the position is filled or unposted.

Most roles at Fidelity are Hybrid, requiring associates to work onsite every other week (all business days, M-F) in a Fidelity office. This does not apply to Remote or fully Onsite roles.

Please be advised that Fidelity’s business is governed by the provisions of the Securities Exchange Act of 1934, the Investment Advisers Act of 1940, the Investment Company Act of 1940, ERISA, numerous state laws governing securities, investment and retirement-related financial activities and the rules and regulations of numerous self-regulatory organizations, including FINRA, among others. Those laws and regulations may restrict Fidelity from hiring and/or associating with individuals with certain Criminal Histories.

Certifications:

Category:

Sales Support

Average salary estimate

$120000 / YEARLY (est.)
min
max
$90000K
$150000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

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EMPLOYMENT TYPE
Full-time, hybrid
DATE POSTED
October 25, 2025
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