Weekday (YC W21)

Insurance Expert

Weekday (YC W21)  •  $100/hr  •  United States (Remote)  •  3 months ago
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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

Weekday (YC W21)

About Weekday (YC W21)

AI recruiter that runs outbound sourcing campaigns to find top talent. At Weekday, we have built the most accurate database of talent (250mn+ people in US & India with contact data), we run outbound campaigns to identify top talent for any role you might be hiring for. We generate the highest response rates (30-40%) on our campaigns making sourcing talent as easy as making a job posting. We are backed by Y-Combinator and were also ranked #1 on Product Hunt.

Industry
Consulting & Advisory
Company Size
51-200 employees
Headquarters
San Fransisco, CA
Year Founded
2021
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