At a glance
Work style
Fully remote
Job type
Contractor
Open to
United States
Languages
English
Posted
November 14, 2026
Apply before
January 13, 2027
Check the full description before you apply.
About the role
Role Title: SHIP Medicare Counselor
Role Type: Contractor
Location: Remote
Time Commitment: 20-30 hours/week, short-term project
Required Skills:
Medicare
Medigap
In this role, 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:
Review sample Medicare questions and flag any that don’t reflect what real beneficiaries ask.
Write rubrics defining a correct, complete answer for enrollment scenarios, including initial enrollment, special enrollment periods, and Part B late penalties.
Cover Medigap vs. Medicare Advantage and Part D plan comparison in your rubrics, including key differences and when each option fits.
Evaluate AI-generated answers against your rubrics, flagging errors, omissions, and outdated guidance.
Give clear written feedback to the project team, working asynchronously.
Required Qualifications:
Active or recent SHIP certification, or former SSA Medicare enrollment experience
1+ years advising on initial enrollment, special enrollment periods, Part B late penalties, Medigap vs. Medicare Advantage, and Part D
Based in the US
Able to start quickly and commit 20-30 hours/week
Clear, precise writing
Nice to Have:
Experience creating guides, training materials, or rubrics for Medicare counseling
Experience counseling a diverse range of beneficiaries, including rural and non-English-speaking clients
Originally posted on Himalayas
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