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Medicare Enrollment Specialist

micro1 · 100% remote · Contract · Posted

Pay
$40–60/hr
Location
United States
Languages
English
Hours
20-30 hours/week
Openings
10
Level
Experienced
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Summary

Review sample Medicare enrollment questions for authenticity, write rubrics for correct answers, and evaluate AI-generated responses on Medicare topics such as initial enrollment, special periods, and employer coverage.

What you'll do

  • Review sample questions about Medicare enrollment for realism
  • Write rubrics defining correct and complete answers
  • Cover Medigap vs. Medicare Advantage and Part D in rubrics
  • Cover employer coverage interaction with Medicare, including COBRA and creditable coverage
  • Evaluate AI-generated answers against rubrics
  • Share written feedback with the project team

Requirements

  • Have Medicare enrollment experience (SSA or employer benefits)
  • Have 1+ years advising on initial enrollment, special periods, Part B late penalties, Medigap vs. Medicare Advantage, and Part D
  • Working knowledge of Social Security and employer coverage coordination
  • Clear and precise writing
  • Able to start quickly

Skills

  • Medicare Parts a B C D
  • Medicare Enrollment Counseling
  • Social Security and Medicare Coordination
  • Employer Coverage and Creditable Coverage
  • Plan Comparison and Selection
  • Beneficiary Education

Full description

Role Title: Medicare Enrollment Specialist


Role Type: Contractor


Location: Remote


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


micro1 is looking for Medicare Enrollment Specialists to help evaluate and improve AI systems on Medicare topics. You’ll use your Social Security or employer benefits experience to check that questions sound like real beneficiaries and that answers are correct and useful. Accuracy comes first. No AI experience is needed; your domain knowledge is what matters.


Scope of Work

  1. Review sample questions about signing up for Medicare and flag any that don’t sound like what real people ask.
  2. Write rubrics that define a correct, complete answer on initial enrollment, special enrollment periods, and Part B late penalties, including how enrollment ties to Social Security benefits.
  3. Cover Medigap vs. Medicare Advantage and Part D in your rubrics, with a focus on scenarios involving employer or retiree coverage.
  4. Cover how employer coverage interacts with Medicare, including employer size, primary vs. secondary coverage, COBRA, and creditable coverage.
  5. Evaluate AI-generated answers against your rubrics, flagging errors, omissions, and common misconceptions.
  6. Share clear written feedback with the project team, working asynchronously.


Required Qualifications

  1. Former SSA Medicare enrollment experience, or employer benefits/HR experience advising employees on Medicare
  2. 1+ years advising on initial enrollment, special enrollment periods, Part B late penalties, Medigap vs. Medicare Advantage, and Part D
  3. Working knowledge of Social Security and employer coverage coordination, including creditable coverage
  4. US-based
  5. Able to start quickly and commit 20-30 hours/week
  6. Clear, precise writing


Nice to Have

  1. Experience with premium adjustments (such as IRMAA), working while enrolled, or HSA rules alongside Medicare
  2. Experience creating guides, counseling scripts, or training materials
  3. Experience helping a diverse range of beneficiaries, including rural and non-English-speaking clients

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