SHIP Medicare Counselor (Remote Professional Contract)

As a SHIP Medicare Counselor (Remote Professional Contract) with AnyHired ($30 - $60/hour, 100% remote), you will play a direct role in shaping how next-generation AI systems reason through complex problems in Medicare, Medigap. This contract offers flexible remote scheduling for qualified professionals across the US, UK, Canada, Australia, New Zealand, and Ireland.

Role Deliverables

• 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.
• Cover Medigap vs. Medicare Advantage and Part D plan comparison in your rubrics, including key differences and when each option fits.
• Assess and benchmark model-generated answers against your rubrics, flagging errors, omissions, and outdated guidance.

Professional Qualifications

• 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
• Experience counseling a diverse range of beneficiaries, including rural and non-English-speaking clients
• Compensation Band: $30 - $60/hour

Hourly Compensation & Flexibility

• 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: AnyHired

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.