Medicare Enrollment Specialist

Overview

Responsibilities

• Review sample Medicare questions and flag wording that does not reflect real public questions.
• Write answer rubrics covering initial enrollment, special enrollment, Part B late penalties and ties to Social Security benefits.
• Write answer rubrics covering Medigap versus Medicare Advantage and Part D, especially employer/retiree coverage.
• Write answer rubrics covering employer size, primary/secondary coverage, COBRA and creditable coverage.
• Evaluate AI answers against the rubrics, flagging errors, omissions, outdated guidance.
• Give clear written feedback to the project team asynchronously.

Requirements

• Former SSA Medicare-enrollment work or employer-benefits/HR experience advising employees on Medicare.
• At least one year advising on initial/special enrollment, Part B late penalties, Medigap versus Medicare Advantage and Part D.
• Working knowledge of Social Security and employer-coverage coordination, including creditable coverage.
• US-based, able to start quickly and provide clear, precise writing.

Preferred

• Premium adjustments such as IRMAA, working while enrolled, or HSA rules alongside Medicare.
• Creating guides, counseling scripts or training materials; helping rural, non-English-speaking and other diverse beneficiaries.

Engagement and pay

• $50-$150/hour (USD). Remote contractor on a short-term project, 20-30 hours/week.
• Able to start quickly; no exact calendar start date or project end date is stated.

Eligibility

• Must be based in the United States.