Role: Insurance Domain Expert (AI Evaluation & Annotation)
Engagement Type: Freelance, Remote, Long-Term
Compensation: Competitive hourly rates (based on experience and specialization)
Commitment: Minimum 10+ hours/week (consistent weekly engagement expected)
Start: Immediate | Fast onboarding
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
- 3+ years of experience in insurance (carrier, broker, MGA, reinsurer, or consulting)
- Background in one or more areas such as underwriting, claims, actuarial, or insurance operations
- 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)
- Day-to-day collaboration happens via Slack and internal tools
- Candidates are expected to engage consistently and proactively communicate progress