Medicare Enrollment Specialist
Listing checked October 16, 2026 · pay as published by Micro1
Overview
micro1 seeks Medicare Enrollment Specialists to evaluate and improve AI systems on Medicare topics. You will use your Social Security or employer benefits background 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. This is a short-term, remote contractor role with a commitment of 20-30 hours per week.
What You'll Do6
- 1Review sample questions about signing up for Medicare and flag any that don’t sound like what real people ask.
- 2Write 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.
- 3Cover Medigap vs. Medicare Advantage and Part D in your rubrics, with a focus on scenarios involving employer or retiree coverage.
- 4Cover how employer coverage interacts with Medicare, including employer size, primary vs. secondary coverage, COBRA, and creditable coverage.
- 5Evaluate AI-generated answers against your rubrics, flagging errors, omissions, and common misconceptions.
- 6Share clear written feedback with the project team, working asynchronously.
Requirements6
- 1Former SSA Medicare enrollment experience, or employer benefits/HR experience advising employees on Medicare
- 21+ years advising on initial enrollment, special enrollment periods, Part B late penalties, Medigap vs. Medicare Advantage, and Part D
- 3Working knowledge of Social Security and employer coverage coordination, including creditable coverage
- 4US-based
- 5Able to start quickly and commit 20-30 hours/week
- 6Clear, precise writing
Who Should Apply
Former SSA Medicare enrollment specialists or employer benefits/HR professionals with 1+ years advising on enrollment, penalties, Medigap, Medicare Advantage, and Part D. You must be US-based, available 20-30 hours/week, and able to write clear, precise feedback.
Salary Insight
Compensation is $40 - $60/hr.
Location
Compensation
$40–60/hr
Required Skills
Application Tip
Highlight your direct experience with Medicare enrollment, special enrollment periods, Part B late penalties, and employer coverage coordination. Provide specific examples of advising on Medigap vs. Medicare Advantage and Part D, and mention any experience with COBRA or creditable coverage.
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