Insurance Expert
Weekday AI
Posted: September 11, 2025
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Quick Summary
We are seeking an Insurance Expert to join our team and contribute to the development of advanced AI systems that replicate real-world workflows across insurance models, policy pricing, risk assessment, and claims operations.
Required Skills
Job Description
This role is for one of Weekday's clients.
We are currently helping hire for one of the leading AI labs (via one of our partners); supporting them in training and refining their AI models.
This is a unique opportunity to apply your Insurance expertise toward shaping advanced AI systems that replicate real-world workflows across insurance models, policy pricing, risk assessment, and claims operations. We welcome actuaries, underwriters, claims analysts, risk modelers, and general insurance professionals to contribute their expertise.
Requirements:
What exactly would you do?
• Review and validate AI-generated outputs in pricing, reserving, underwriting, and risk modeling
• Evaluate actuarial projections (mortality, morbidity, loss development) for accuracy and compliance with regulatory standards
• Provide structured feedback on assumptions, clarity, and methodology consistency
• Stress-test AI outputs across claims scenarios, reserve adequacy, and solvency models
• Tag and organize content by insurance domain (life, health, property & casualty, reinsurance)
• Support benchmarking to assess AI capabilities in actuarial science and insurance operations
Requirements
🎓 Education: Degree in Actuarial Science, Mathematics, Statistics, Risk Management, or a related field (ASA, ACAS, or equivalent preferred)
💼 Experience: 2+ years of experience in actuarial practice, insurance analytics, underwriting, or risk modeling
🛠️ Skills:
• Familiarity with actuarial software/tools (e.g., Prophet, AXIS, R, Python)
• Strong analytical, technical writing, and communication skills
• Ability to critically evaluate and explain complex insurance methodologies
📍 Location: Remote (US, UK, or Canada preferred)
Benefits
💵 Compensation: $55 to $100 per hour (based on experience and location)
🕒 Time commitment: 15–25 hours per week (with flexibility up to ~40)
⏳ Project duration: 1–2 months
🌍 Fully remote, asynchronous work offering maximum flexibility
📑 Independent contractor engagement, with daily payments via Stripe Connect