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SHIP Medicare Counselor Remote

YO AI Labs


Job Location:

New York City, NY - USA

Monthly Salary: Not provided by the employer
Posted: 17 October 2026 (5 days ago)
Application Deadline: 14 January 2027
Vacancies: 1 Vacancy

Job Summary

Role Title: SHIP Medicare Counselor

Role Type: Contractor
Location: Remote United States
Time Commitment: 2030 hours per week short-term project

We are seeking experienced SHIP Medicare Counselors to evaluate and improve AI-generated Medicare guidance. Youll use your counseling expertise to ensure questions reflect real beneficiary needs and answers are accurate relevant and easy to understand. No prior AI experience is required.

Key Responsibilities
  • Review sample Medicare questions for realism and relevance to beneficiary needs.
  • Develop rubrics for enrollment scenarios including initial enrollment Special Enrollment Periods and Part B late enrollment penalties.
  • Create evaluation criteria covering Medigap Medicare Advantage and Part D plan comparisons.
  • Assess AI-generated answers for accuracy completeness and outdated guidance.
  • Identify errors and omissions and provide clear actionable written feedback.
  • Collaborate asynchronously with the project team.
Required Qualifications
  • Active or recent SHIP certification or previous SSA Medicare enrollment experience.
  • At least 1 year of experience advising beneficiaries on Medicare enrollment penalties Medigap Medicare Advantage and Part D.
  • Based in the United States.
  • Availability to start quickly and commit 2030 hours per week.
  • Strong written communication and attention to detail.
Preferred Qualifications
  • Experience creating Medicare counseling guides training materials or evaluation rubrics.
  • Experience advising diverse beneficiaries including rural and non-English-speaking communities.