← All Jobs
Posted Apr 24, 2026

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

Apply Now ✨
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.