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Benefits Expert & AI Validator (Remote Contractor

Remote / Online - Candidates ideally in
Canada, Pike County, Kentucky, 41519, USA
Listing for: League
Contract, Remote/Work from Home position
Listed on 2026-08-23
Job specializations:
  • Science
    AI Evaluation, Data Annotation/ AI Labeling
Salary/Wage Range or Industry Benchmark: 60000 - 90000 USD Yearly USD 60000.00 90000.00 YEAR
Job Description & How to Apply Below
Position: Benefits Expert & AI Validator (Remote Contractor)
Location: Canada

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

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