Remote SHIP Medicare Counselor — Clinical AI Evaluation — LLM Alignment & Research

Are you a domain specialist skilled in Medicare, Medigap? RemoteJob Staffing is seeking a remote Remote SHIP Medicare Counselor — Clinical AI Evaluation — LLM Alignment & Research ($30 - $60/hour) to help train and validate frontier AI systems through structured problem authoring, rubric design, and analytical output auditing from anywhere in the US, UK, Canada, or Australia.

Day-to-Day Impact

• Assess and benchmark model-generated answers against your rubrics, flagging errors, omissions, and outdated guidance.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.
• 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
• 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.

Essential Background & Expertise

• Compensation Band: $30 - $60/hour
• Work Location: Remote (100% Remote / Asynchronous Flexibility)
• Available Openings: 10 open positions
• 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

Rate & Flexible Work Terms

• Compensation Rate: $30 - $60/hour (contract specialist remuneration)
• Work Arrangement: 100% Remote / Work From Home
• Eligible Remote Countries: United States, United Kingdom, Canada, Australia, New Zealand, Ireland, and South Africa
• Core Competencies: Medicare, Medigap
• Hiring Agency: RemoteJob Staffing

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.