Job Description: SHIP Medicare Counselor

Role Type: Contractor
Location: Remote, United States
Time Commitment: 20–30 hours per week, short-term project

About the Role

We are seeking experienced SHIP Medicare Counselors to help evaluate and improve AI systems focused on Medicare. You will use your counseling expertise to review beneficiary questions and ensure AI-generated answers are accurate, clear, and useful. No prior AI experience is required.

Key Responsibilities

1. Review Medicare questions to ensure they reflect real beneficiary concerns.

2. Create evaluation guidelines covering initial enrollment, Special Enrollment Periods, and Part B late enrollment penalties.

3. Assess Medigap, Medicare Advantage, and Part D options, including key differences and suitability.

4. Evaluate AI-generated answers for accuracy, completeness, and outdated information.

5. Provide clear written feedback to improve AI response quality.

Required Qualifications

1. Active or recent SHIP certification, or previous SSA Medicare enrollment experience.

2. At least 1 year of experience advising on Medicare enrollment, penalties, Medigap, Medicare Advantage, and Part D.

3. Must be based in the United States.

4. Available for 20–30 hours per week and able to start quickly.

5. Strong written communication and attention to detail.

Nice to Have

• Experience creating Medicare counseling guides, training materials, or evaluation rubrics.

• Experience counseling diverse beneficiaries, including rural and non-English-speaking individuals.

 

Job Title: Medicare Enrollment Specialist (SHIP Medicare Counselor – Remote)

Role Type: Contractor | Location: Remote, United States | Time Commitment: 20–30 hours/week, short-term project

Summary

We are seeking experienced Medicare Enrollment Specialists to evaluate and improve AI systems focused on Medicare topics. You will leverage your Social Security or employer benefits expertise to review Medicare-related questions and assess the accuracy, clarity, and usefulness of AI-generated answers. No prior AI experience is required.

Tasks and Responsibilities

• Review Medicare enrollment questions for accuracy and real-world relevance.
• Create detailed evaluation guidelines covering Initial Enrollment Periods, Special Enrollment Periods, Part B late enrollment penalties, and Social Security benefits.
• Assess scenarios involving Medigap, Medicare Advantage, Part D, and employer or retiree coverage.
• Evaluate employer coverage rules including COBRA, creditable coverage, and primary versus secondary insurance coordination.
• Review AI-generated answers to identify errors, omissions, and common misconceptions.
• Provide clear, structured written feedback to improve AI response quality.
• Collaborate remotely with project teams to refine guidelines and evaluation standards.
• Stay aligned with current Medicare rules, CMS guidance, and Social Security regulations.

Required Qualifications

• Former SSA Medicare enrollment experience OR employer benefits/HR experience advising employees on Medicare.
• At least 1 year of experience with Medicare enrollment, coverage options, and Part B penalties.
• Knowledge of Social Security benefits and employer coverage coordination.
• Must be based in the United States.
• Available for 20–30 hours per week with ability to start quickly.
• Strong written communication and attention to detail.

Nice to Have

• Knowledge of IRMAA, HSA rules, and working while enrolled in Medicare.
• Experience creating guides, counseling scripts, or training materials.
• Experience assisting diverse beneficiaries, including rural and non-English-speaking individuals.