Multiline P&C Underwriter AI Model Training

Help train advanced AI systems to reason through real-world Property & Casualty underwriting decisions. You will apply your underwriting expertise to develop realistic risk-selection scenarios, assess model responses against established standards, and strengthen AI judgment on insurability, pricing, coverage terms, and portfolio fit.

• Create underwriting scenarios covering new business, renewals, exposure analysis, loss history, inspections, classification, pricing, limits, deductibles, exclusions, and referral decisions.
• Develop underwriting assessments, quote rationales, information requests, declination explanations, renewal strategies, and risk-improvement requirements.
• Write high-quality reference responses reflecting experienced underwriting judgment.
• Evaluate AI-generated responses using structured rubrics for technical accuracy, consistency, risk judgment, and compliance with underwriting guidelines.
• Identify unsupported assumptions, insufficient risk differentiation, incorrect policy-term usage, and inappropriate acceptance or declination decisions.
• Provide written feedback to support improvements in model behavior.
• Take part in onboarding office hours and calibration sessions.

• At least 2 years of professional P&C underwriting experience, with direct authority or meaningful responsibility for evaluating and selecting risks.
• Experience underwriting at least one major segment, including personal lines, commercial property, general liability, commercial auto, package, umbrella or excess, professional liability, cyber, or another specialty line.
• Understanding of the full underwriting lifecycle, from submission and assessment through quotation, binding, renewal, and nonrenewal.
• Ability to explain how account characteristics, jurisdiction, peril, loss experience, and market conditions affect underwriting decisions.
• Strong written reasoning, sound risk judgment, and close attention to detail.
• Ability to distinguish underwriting decisions from claims handling, brokerage advice, and actuarial portfolio analysis.

• CPCU, AU, ARM, or a comparable insurance designation.
• Multiline underwriting authority.
• Experience in E&S, MGA/MGU, Lloyd''s, or program business.
• Experience with catastrophe-exposed property, high-severity casualty, small commercial, middle-market, national-account, or high-net-worth segments.

Remote hourly engagement open to candidates in the United States, Canada, or the United Kingdom.

Minimum commitment of 20 hours per week, with 40 or more hours preferred.

• A flat $800 is paid upon completion of onboarding, estimated to take approximately 10 hours.
• After onboarding is completed, compensation is $80 per hour.