Remote SHIP Medicare Counselor — Clinical AI Evaluation (Flexible AI Training Role)

Pinnacle AI Evaluation Partners invites qualified professionals to apply for our remote Remote SHIP Medicare Counselor — Clinical AI Evaluation (Flexible AI Training Role) opportunity ($30 - $60/hour). You will leverage hands-on experience in Medicare, Medigap to audit AI-generated solutions, pinpoint reasoning gaps, and construct authoritative reference responses.

Core Project Workflow

• 1+ years advising on initial enrollment, special enrollment periods, Part B late penalties, Medigap vs. Medicare Advantage, and Part D
• Based in the US
• 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.
• Assess and benchmark model-generated answers against your rubrics, flagging errors, omissions, and outdated guidance.
• Give clear written feedback to the project team, working asynchronously.

Required Technical & Domain Mastery

• Core Competencies: Medicare, Medigap
• Able to start quickly and commit 20-30 hours/week
• Clear, precise writing
• Experience creating guides, training materials, or rubrics for Medicare counseling
• Experience counseling a diverse range of beneficiaries, including rural and non-English-speaking clients
• Compensation Band: $30 - $60/hour
• Work Location: Remote (100% Remote / Asynchronous Flexibility)

Compensation Summary

• Compensation Rate: $30 - $60/hour (contract specialist remuneration)
• Work Arrangement: 100% Remote / Work From Anywhere
• Core Competencies: Medicare, Medigap
• Hiring Organization: Pinnacle AI Evaluation Partners

Direct Application Process: Click the Apply button on this page to proceed directly to our partner application portal and submit your profile for immediate consideration.