Insurance Risk Analyst

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Crossing Hurdles
  • Finance
  • FlexTime

Role: Insurance Expert (Claims and Operations)

Engagement Type: Freelance, Remote, Long-Term

Compensation: $100-125/hour (USD)

Commitment: Minimum 10+ hours/week (20+ hours/week preferred)

Start: Immediate | Fast onboarding within ~24 hours

Key Responsibilities

  • Translate real-world Insurance workflows into structured tasks for AI systems

  • Evaluate AI-generated outputs for accuracy, logical reasoning, and domain correctness

  • Work on use cases including claims review, underwriting analysis, policy administration, and risk evaluation

  • Analyze claims data, policy documents, and risk reports to identify trends, risks, and opportunities

  • Clearly document assumptions, thought processes, and decisions

  • Provide feedback to improve AI performance and outputs

Required Qualifications

  • Strong experience in Insurance Operations, Claims Management, Underwriting, or Risk

  • Proven experience in claims adjudication, underwriting, policy administration, subrogation, risk analysis (at least three of these)

  • 5-10 years of relevant experience (flexible for strong candidates)

  • Strong analytical and problem-solving skills

  • Excellent attention to detail and communication skills

Work Style and Expectations

  • Work is primarily asynchronous, allowing for flexible scheduling

  • Minimal required meetings (typically optional office hours 1-2x per week)

  • Day-to-day collaboration happens via Slack and internal tools

  • Candidates are expected to engage consistently and proactively communicate progress