Teams at Weekday, Inc.

Design insurance pricing, reserving, forecasting, and portfolio-risk scenarios for AI model training. Create actuarial analyses and reference answers, evaluate AI outputs for quantitative and methodological accuracy, identify unsupported assumptions and errors, and provide structured feedback. The role requires explaining actuarial methods and business implications to technical and nontechnical audiences while participating in calibration and onboarding sessions.

Design reinsurance and program-business scenarios, assess AI-generated responses, create market-quality reference materials, and provide detailed feedback on treaty structures, delegated authority, fronting, captives, risk transfer, contract logic, financial responsibilities, and market realism.

Design complex insurance claim and coverage scenarios for AI model training, including disputed coverage, litigation, allocation, bad-faith risk, and major-loss settlement strategy. Produce senior-level claim analyses, authority requests, reserve rationales, and litigation plans; evaluate AI responses against claims standards; identify unsupported or improper positions; and provide written feedback. Participate in onboarding and calibration sessions.