Medicare Enrollment Specialist

You will help evaluate and improve AI systems that answer Medicare questions. The work involves reviewing sample beneficiary questions, defining what accurate answers should include, rating AI responses, and giving clear written feedback asynchronously.

• Review Medicare enrollment questions and flag examples that do not sound like real beneficiary inquiries.
• Write rubrics for accurate answers about initial enrollment, special enrollment periods, Part B late penalties, Medigap and Medicare Advantage, Part D, and employer coverage coordination.
• Evaluate AI-generated answers against your rubrics and identify errors, missing information, and common misconceptions.
• Provide clear written feedback to the project team asynchronously.

This is a remote, short-term, part-time project for a Medicare enrollment specialist. Candidates must be based in the United States and able to start quickly.

• Time: 20 to 30 hours per week.
• Language: Professional fluency in English and clear, precise writing skills.
• Experience: Former SSA Medicare enrollment experience, or employer benefits or HR experience advising employees about Medicare.
• Experience: At least one year advising on initial enrollment, special enrollment periods, Part B late penalties, Medigap and Medicare Advantage, and Part D.
• Knowledge: Social Security and employer coverage coordination, including creditable coverage.