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Freelance Benefits Subject Matter Expert

Location: Remote
Compensation: Piece Work
Reviewed: Tue, Aug 18, 2026
This job expires in: 5 days

Job Summary

To support the development of an AI-driven Benefits Navigation Agent, the Freelance Benefits Subject Matter Expert will work remotely on a project basis, focusing on validating assessment rubrics, evaluating AI-generated guidance, and providing subject-matter expertise in benefits and insurance.

Key responsibilities:
  • Design and pressure-test scenarios to ensure accurate evaluation of the AI agent's responses
  • Support the validation of rubrics and grade AI-generated benefits guidance against established standards
  • Provide insights on benefits, claims, and regulatory aspects to define correctness and coverage boundaries
Required qualifications:
  • Hands-on experience in benefits administration, plan design, payer operations, or regulatory compliance
  • Knowledge of the benefits and insurance landscape in Canada or the United States
  • Strong understanding of the distinction between accurate benefits guidance and regulated advice
  • Reliable and detail-oriented with the ability to meet deadlines in an asynchronous work environment
  • Proficiency in Google Workspace

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