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Insurance Expert (Actuarial & Underwriting) | $100-$125/hr | Remote

Remote, USA Full-time Posted 2026-06-06

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. Apply tot his job Apply To this Job

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