WFH.teamOpen app$83k-$125k
Salary details are shown when available from the source listing. Sign in before applying so the role can be reviewed against your resume, salary goals, seniority, timezone, and location eligibility.
Decision details from the source listing
1+ years stated
Must be US-based
async
These fields are normalized from the employer's text. Confirm details on the employer site before applying.
What this posting tells you
Short-term, remote contractor project for US-based Medicare Enrollment Specialists, requiring 20–30 hours per week. The work involves reviewing Medicare-related questions, writing evaluation rubrics, assessing AI-generated answers, and providing written feedback asynchronously. Candidates need at least one year of relevant Medicare advising experience.
Product, Security, Writing and content
United States
Timezone overlap is not stated.
At least 1 year of relevant advising experience · Contractor
- Required timezone overlap is not stated
Product hiring on WFH.team
This role's listed pay is below the median among 200 comparable roles shown here. Category counts come from WFH.team's latest published remote job market snapshot.
Explore the remote job marketMedicare Enrollment Specialist at 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
Working remotely at micro1
micro1 builds human-expertise data and evaluation infrastructure for AI models and agents. It recruits core-team employees and domain experts for AI training projects.
- Headquarters
- San Francisco Bay Area, California, United States
- Founded
- 2022
Expert opportunities are remote and can be flexible. International applicants are considered, subject to country exclusions and each project's requirements. Core-team work arrangements vary by opening; check the individual posting.
Apply through the official posting. Expert applicants complete an AI interview and skills certification, followed by project selection and onboarding. Certification does not guarantee a project or immediate work.