Underwriting Expert | Remote

Crossing Hurdles; United States; On-site; USD 55,104 - 82,656; Part time

Job summary

A leading insurance consultancy is seeking an Insurance Domain Expert for AI evaluation and annotation. The role involves translating insurance workflows into structured tasks, evaluating AI outputs for accuracy, and documenting decisions. Candidates with over 3 years of insurance experience, particularly in underwriting or claims, are preferred. The position offers flexible remote work with consistent weekly engagements of at least 10 hours. Immediate start with competitive hourly rates based on experience.

Qualifications

• 3+ years of experience in the insurance industry, including roles in underwriting or claims.
• Strong understanding of insurance workflows and processes.
• Detail-oriented with the ability to evaluate nuanced scenarios.

Responsibilities

• Translate insurance workflows into structured tasks for AI systems.
• Evaluate AI outputs for accuracy and relevance.
• Document assumptions and decisions during evaluations.

Skills

Insurance expertise

Attention to detail

Effective communication

Independent work

Job description

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 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