About this role
Apply senior insurance expertise to create realistic evaluation tasks for AI systems used in large enterprise insurance and risk environments. This work focuses on the underwriting complexity, regulatory obligations, and claims volume encountered by Fortune 500 and major public insurance carriers.
Key Responsibilities- Create enterprise insurance scenarios involving complex commercial underwriting, multi-party claims adjudication, and regulatory filing or compliance review cycles.
- Develop tasks across underwriting and risk assessment, claims management, actuarial pricing and reserving, reinsurance strategy, and regulatory and compliance affairs.
- Design operational scenarios involving Guidewire, Duck Creek, actuarial modeling tools such as SAS and R, and enterprise claims and policy-administration systems.
- Use actuarial risk modeling, loss reserving, enterprise risk management frameworks, and NAIC compliance standards to produce reference underwriting guidance, claims strategies, and executive-level risk narratives.
- Write reference outputs and scoring rubrics that differentiate genuine enterprise insurance judgment from generic textbook or licensing-exam knowledge.
- At least 5 years of experience in underwriting, claims, actuarial work, or risk management at a Fortune 500 insurance carrier or reinsurer, such as State Farm, Allstate, Chubb, AIG, or Berkshire Hathaway, or within a Fortune 500 enterprise risk or insurance organization.
- Direct responsibility for Fortune 500-scale underwriting portfolios, claims operations, or actuarial pricing models.
- Strong command of enterprise insurance tools and methodologies, including practical knowledge of regulatory compliance, reinsurance treaties, and reserving practices in large insurance organizations.
- Experience authoring rubrics, actuarial or underwriting training curricula, or claims documentation is preferred.
- Remote, hourly engagement.
- $50 to $60 per hour.