Jobs Companies Weekday AI Insurance Expert

About this Insurance Expert role at Weekday AI

Weekday AI · United States

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

Ready to apply to Weekday AI?
Apply to Weekday AI

About Weekday AI

At Weekday (backed by YC; also Product Hunt #1 product of the day), we are building the next frontier in hiring. We have built the largest database of white collar talent in India and have built outreach tools on top of it to generate highest response rates.

See all jobs at Weekday AI →

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