AI training contract
Medicare Enrollment Specialist
Medicine & Health · USD 40-60 an hour. · 10 openings
Medicare Enrollment Specialist is contract work for micro1, reviewing and correcting what AI models produce in medicine & health. The output of the job is expert judgement written down: a model gives an answer, someone who knows the subject decides whether it is right and explains why.
What it requires. No credential is stated on this listing beyond experience in the field.
What it pays. USD 40 to USD 60 an hour, as published by micro1. Rates in this category track how rare the credential is rather than how hard the work is.
Where. The listing says this role is remote and names no country. micro1 says it hires talent from around the world, except people who reside in Afghanistan, Belarus, China, Cuba, Democratic Republic of the Congo, Hong Kong, Iran, Iraq, Libya, Macao, Myanmar, North Korea, Russian Federation, Somalia, South Sudan, Sudan, Syria, Venezuela, Ukraine, Yemen, and Ethiopia. So this page lists every other country as eligible, on the strength of that rule and not of anything this listing says. Requirements can still differ by role, so check the application page on micro1 before you apply.
micro1 lists 10 openings on this role.
Skills named: Medicare, Enrollment, Coordination, Coverage, COBRA.
Applications are made on micro1, not here. WFA Digital is independent of micro1 and may receive a referral fee if you are hired, at no cost to you.
Full listing, as published by micro1
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 Review sample questions about signing up for Medicare and flag any that don’t sound like what real people ask. 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. Cover Medigap vs. Medicare Advantage and Part D in your rubrics, with a focus on scenarios involving employer or retiree coverage. Cover how employer coverage interacts with Medicare, including employer size, primary vs. secondary coverage, COBRA, and creditable coverage. Evaluate AI-generated answers against your rubrics, flagging errors, omissions, and common misconceptions. Share clear written feedback with the project team, working asynchronously. Required Qualifications Former SSA Medicare enrollment experience, or employer benefits/HR experience advising employees on Medicare 1+ years advising on initial enrollment, special enrollment periods, Part B late penalties, Medigap vs. Medicare Advantage, and Part D Working knowledge of Social Security and employer coverage coordination, including creditable coverage US-based Able to start quickly and commit 20-30 hours/week Clear, precise writing Nice to Have Experience with premium adjustments (such as IRMAA), working while enrolled, or HSA rules alongside Medicare Experience creating guides, counseling scripts, or training materials Experience helping a diverse range of beneficiaries, including rural and non-English-speaking clients
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Rate, openings and requirements checked 2026-10-19 against micro1's own public postings.