Benefits Expert & AI Validator (Remote Contractor)

League; Canada (KY); On-site; USD 60,000 - 90,000; Full time

Benefits offered by this job

Fully remote

Flexible hours

Project-based engagements

Job summary

League is seeking contractors to join our Benefits Navigation evaluation panel. You will design and stress-test member scenarios, evaluate AI-generated benefits guidance for accuracy and coverage, and contribute subject-matter insights on regulatory and plan design considerations.

This role is fully remote, async-friendly, and project-based with flexible hours. Ideal candidates bring hands-on benefits experience, familiarity with payer or claims operations, and a curious mindset about AI in

Qualifications

• Meaningful hands-on experience in one or more specializations: benefits administration, plan design, payer/claims operations, benefits regulatory/compliance, member advocacy, or supplemental/point-solution expertise.
• Based in Canada or the United States, with working knowledge of the relevant benefits and insurance landscape.

Responsibilities

• Scenario design and pressure-testing member scenarios to ensure rubrics reflect real questions and failure modes.
• AI agent evaluation: grade AI-generated benefits guidance against accuracy and coverage standards and provide actionable feedback.
• Subject-matter input to define correctness, coverage, and hard-fail boundaries for the agent.

Job description

League is seeking contractors to join our Benefits Navigation evaluation panel. You will design and stress-test member scenarios, evaluate AI-generated benefits guidance for accuracy and coverage, and contribute subject-matter insights on regulatory and plan design considerations.

This role is fully remote, async-friendly, and project-based with flexible hours. Ideal candidates bring hands-on benefits experience, familiarity with payer or claims operations, and a curious mindset about AI in