SHIP Medicare Counselor

Posted 12 Oct 2026

$10–150/hr

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Work

Remote · Contract

Experience

1+ years

Eligibility

Open to United States

Field

Medicine & healthcare

Skills

SHIP CertificationMedicare EnrollmentSpecial Enrollment PeriodsPart B Late Enrollment PenaltiesMedigap vs. Medicare AdvantagePart D Plan ComparisonMedicare CounselingRubric DesignAI Answer EvaluationSSA Medicare Enrollment

About this role

Role Title: SHIP Medicare Counselor

Role Type: Contractor

Location: Remote

Time Commitment: 20-30 hours/week, short-term project

micro1 is looking for SHIP Medicare Counselors to help evaluate and improve AI systems on Medicare topics. You’ll use your counseling experience to check that questions sound like real beneficiaries and that answers are correct and useful. Accuracy comes first, then usefulness to people from all walks of life. No AI experience is required; your counseling expertise is what matters.

Scope of Work

  1. Review sample Medicare questions and flag any that don’t reflect what real beneficiaries ask.
  2. Write rubrics defining a correct, complete answer for enrollment scenarios, including initial enrollment, special enrollment periods, and Part B late penalties.
  3. Cover Medigap vs. Medicare Advantage and Part D plan comparison in your rubrics, including key differences and when each option fits.
  4. Evaluate AI-generated answers against your rubrics, flagging errors, omissions, and outdated guidance.
  5. Give clear written feedback to the project team, working asynchronously.

Required Qualifications

  1. Active or recent SHIP certification, or former SSA Medicare enrollment experience
  2. 1+ years advising on initial enrollment, special enrollment periods, Part B late penalties, Medigap vs. Medicare Advantage, and Part D
  3. Based in the US
  4. Able to start quickly and commit 20-30 hours/week
  5. Clear, precise writing

Nice to Have

  1. Experience creating guides, training materials, or rubrics for Medicare counseling
  2. Experience counseling a diverse range of beneficiaries, including rural and non-English-speaking clients

Disclosure: Skillora is independent of micro1. The apply button carries our referral code, and if you are placed, micro1 pays Skillora a fee. It does not change what you are paid, our ranking does not know which listings pay us, and selection is decided by micro1’s own vetting.

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