AI Evaluator - Insurance Domain | $100-$125/hr | Remote

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Role: Insurance Domain Expert (AI Evaluation & Annotation)

Engagement Type: Freelance/ 1099 Contractor, Remote

Compensation: Competitive hourly rates (based on experience and specialization)

Commitment: Minimum 10+ hours/week (Ideally 15–20 hours, depend upon interest and availability)

Start: Immediate | 24-hour fast-track onboarding required

Key Responsibilities

  • Translate real-world insurance workflows into structured tasks for AI systems
  • Evaluate AI-generated outputs for accuracy, logical reasoning, and business relevance
  • Work on use cases including underwriting, claims, actuarial analysis, and insurance operations
  • Identify gaps, edge cases, and failure modes in model performance
  • Clearly document assumptions, thought processes, and decisions
  • Provide structured feedback to improve AI performance and outputs
Required Qualifications
  • Minimum 5 years of professional experience in the insurance sector.
  • Recent, hands-on experience as an Underwriter, Risk Specialist, or Actuary .
  • Strong understanding of real-world insurance workflows and processes
  • Detail-oriented with the ability to evaluate nuanced, real-world scenarios
  • Comfortable working independently in a fast-paced, remote environment
Work Style & Expectations
  • Work is primarily asynchronous, allowing for flexible scheduling
  • Minimal required meetings (typically optional office hours)
  • Seamless day-to-day collaboration and task management handled via Slack and internal platforms.
  • Candidates must be prepared to complete the onboarding process and initiate communication with the project team within 24 hours of receiving an offer.
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