Work-From-Home Medicare Enrollment Specialist — Clinical AI Evaluation | Frontier AI Specialist

RemoteWork Talent Agency has an immediate remote opening for a Work-From-Home Medicare Enrollment Specialist — Clinical AI Evaluation | Frontier AI Specialist earning $40 - $60/hour. In this flexible work-from-home engagement (open to candidates in the US, UK, Canada, Australia, NZ, and Ireland), you will apply practical mastery of Medicare, Enrollment, Coordination, Coverage to stress-test large language models, verify factual rigor, and build gold-standard evaluation datasets.

Key Duties & Project Scope

• Cover Medigap vs. Medicare Advantage and Part D in your rubrics, with a focus on scenarios involving employer or retiree coverage.
• Cover how employer coverage interacts with Medicare, including employer size, primary vs. secondary coverage, COBRA, and creditable coverage.
• Assess and benchmark model-generated answers against your rubrics, flagging errors, omissions, and common misconceptions.
• Share clear written feedback with the project team, working asynchronously.
• Former SSA Medicare enrollment experience, or employer benefits/HR experience advising employees on Medicare
• 1+ years advising on initial enrollment, special enrollment periods, Part B late penalties, Medigap vs. Medicare Advantage, and Part D
• Working knowledge of Social Security and employer coverage coordination, including creditable coverage

Candidate Requirements

• Experience creating guides, counseling scripts, or training materials
• Experience helping a diverse range of beneficiaries, including rural and non-English-speaking clients
• Compensation Band: $40 - $60/hour
• Work Location: Remote (100% Remote / Asynchronous Flexibility)
• Available Openings: 10 open positions
• Core Competencies: Medicare, Enrollment, Coordination, Coverage, COBRA
• Able to start quickly and commit 20-30 hours/week

Pay Rate & Contract Overview

• Compensation Rate: $40 - $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, Enrollment, Coordination, Coverage, COBRA
• Hiring Agency: RemoteWork Talent Agency

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.