[Remote] AI Evaluator - Insurance Domain | Remote
Note: The job is a remote job and is open to candidates in USA. Crossing Hurdles is seeking Insurance Experts with a focus on underwriting and actuarial analysis. The role involves translating insurance workflows into structured tasks for AI systems and evaluating AI-generated outputs for accuracy and relevance.
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
Skills
- 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
Benefits
- 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
Company Overview
- Crossing Hurdles connects skilled professionals with opportunities across leading AI training platforms and high-growth companies. It was founded in 2022, and is headquartered in , with a workforce of 11-50 employees. Its website is https://www.crossinghurdles.com/.