Medicare Inside Sales Representative

Description and Requirements

The Inside Sales Representative, Medicare Sales is a high-performing, goal-oriented professional responsible for driving both membership growth and retention through compliant education, guidance, and enrollment of Medicare Advantage (MA) eligible beneficiaries. Acting as a Healthfirst ambassador, the representative champions enterprise initiatives and serves as the first point of contact for prospects interested in exploring existing or future Medicare plans. They are data-driven, proactive, adaptable to market shifts, and committed to continuous learning and development. Success in this role requires a self-starter with a passion for process, a mindset rooted in sustainable growth and accountability, and a drive to deliver seamless member experiences. The representative must also demonstrate the ability to document interactions, and nurture leads within internal systems to support long-term engagement and sales effectiveness. This role demands strategic collaboration across internal and external partners. This position offers a competitive incentive plan that rewards top performers for meeting and exceeding goals, while fostering a supportive team culture and opportunities for ongoing professional development.

Duties & Responsibilities:

Stakeholder Engagement & Brand Representation

• • Promotes hyper-local value propositions, acting as the Healthfirst ambassador in every phone call and enhancing Healthfirst brand and value propositions
  • Delivers effective sales presentations over the phone to individual prospects family members and delegated representatives.

Strategy & Initiative Execution

• Provides high-quality telephone assistance to drive membership growth, acquiring new members while also meeting aggressive retention targets.
  
  
  • Supports quality and Star Ratings performance by conducting or promoting Health Risk Assessments (HRAs), Medication Adherence, Federal Poverty Limit (FPL), Medicare Savings Program (MSP) and any other initiatives that support quality performance.

• • Drives sales while facilitating seamless member experience, following operational workflows, and collaborating across teams and departments to support growth, retention and overall member engagement.
  • Educates prospective members on plan options tailored to their needs and eligibility, ensuring alignment through the "Right Member, Right Plan" approach- including appropriate enrollments and plan transfers to support satisfaction and retention.
  • Provides competitive intelligence to management on any activities Healthfirst's market competitors are engaging in: e.g. marketing approach, branding campaign, new designs or benefit changes.
  • Develops, presents and executes strategic and tactical business acquisition plans for implementation throughout the year.

Operational Excellence & Compliance

• Utilizes CRM systems and enrollment platforms to accurately and timely document activities, manage leads, and ensure compliance with operational protocols.

• Lives Healthfirst's mission of "Members are our North Star" to ensure that our goals and activities are guided by member needs and preferences.

• • Ensures superior customer experience through consistent and timely service, follow-up, and plan benefit reviews.
  • Strictly adheres to all CMS/DOH regulations and Healthfirst marketing guidelines.
  • Successfully passes audit (educational and marketing) exams.
  • Additional duties as necessary.

Work Location

The Medicare Sales Representative will work in a hybrid nature - working remotely most of the time with required visits to corporate or neighborhood offices.

Minimum Qualifications & Experience

• • High School Diploma or GED from an accredited institution
  • Must have a valid and unexpired NY Health & Accident License
  • Ability to manage multiple systems (CRM, Enrollment and Telephony), simultaneously
  • Ability to collaborate with external/internal stakeholders and support teams for cross-referral and joint promotions
  • Active participation in continued professional development activities
  • Ability to travel to the New York City area
  • Ability to work the majority of the time outside of HF offices with little direct supervision
  • Strong interpersonal and collaboration skills
  • Must have good organizational skills
  • Ability to communicate effectively orally and in writing

Preferred Qualifications

• • At least five years in a health plan sales role with a record of consistently producing maximum results in a compliant manner
  • Ability to use technology and tools including Salesforce, MES and Tableau for prospect/member record keeping and lead management
  • Associate or bachelor's degree from an accredited institution
  • Salesforce experience
  • Bi-lingual (Spanish or Mandarin/Cantonese) a plus

Compliance & Regulatory Responsibilities: Noted above

License/Certification: Must have a valid and unexpired NY Health & Accident License

Hiring Range:

• Greater New York City Area (NY, NJ, CT residents): $68,900 - $99,620
• All Other Locations (within approved locations): $61,300 - $91,120

As a candidate for this position, your salary and related elements of compensation will be contingent upon your work experience, education, licenses and certifications, and any other factors Healthfirst deems pertinent to the hiring decision.

In addition to your salary, Healthfirst offers employees a full range of benefits such as, medical, dental and vision coverage, incentive and recognition programs, life insurance, and 401k contributions (all benefits are subject to eligibility requirements). Healthfirst believes in providing a competitive compensation and benefits package wherever its employees work and live.

The hiring range is defined as the lowest and highest salaries that Healthfirst in "good faith" would pay to a new hire, or for a job promotion, or transfer into this role.

WE ARE AN EQUAL OPPORTUNITY EMPLOYER. HF Management Services, LLC complies with all applicable laws and regulations. Applicants and employees are considered for positions and are evaluated without regard to race, color, creed, religion, sex, national origin, sexual orientation, pregnancy, age, disability, genetic information, domestic violence victim status, gender and/or gender identity or expression, military status, veteran status, citizenship or immigration status, height and weight, familial status, marital status, or unemployment status, as well as any other legally protected basis. HF Management Services, LLC shall not discriminate against any disabled employee or applicant in regard to any position for which the employee or applicant is otherwise qualified.

If you have a disability under the Americans with Disability Act or a similar law and want a reasonable accommodation to assist with your job search or application for employment, please contact us by sending an email to careers@Healthfirst.org or calling 212-519-1798 . In your email please include a description of the accommodation you are requesting and a description of the position for which you are applying. Only reasonable accommodation requests related to applying for a position within HF Management Services, LLC will be reviewed at the e-mail address and phone number supplied. Thank you for considering a career with HF Management Services, LLC.

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Client-provided location(s): New York, NY

Job ID: healthfirst-R021573

Employment Type: OTHER

Posted: 2026-02-20T19:27:10