Life & Annuity Specialist
Remote in 6 countries
Australia, Canada, Germany, United Kingdom, New Zealand, United States
About the role
Compensation: $80 per hour
We are partnering with a leading AI lab to train frontier models on high-quality insurance reasoning data. We're hiring Life & Annuity Specialists to design realistic advisory, underwriting and policy-service scenarios, evaluate model outputs against established industry standards, and help shape how the next generation of AI reasons about mortality risk, long-horizon guarantees and suitability.
We welcome life and annuity producers, advisors, life underwriters, new-business and policy-service professionals, product specialists, and suitability or replacement reviewers from carriers, brokerage general agencies, IMOs, and independent practices.
What You'll Do
- Design realistic scenarios involving needs analysis, product selection, illustrations, medical and financial underwriting, table ratings, replacements and 1035 exchanges, policy loans, surrenders, lapse and reinstatement
- Create work products such as coverage recommendations, illustration comparisons, underwriting assessments, suitability rationales, replacement analyses and policy-service determinations
- Write "golden" reference responses at experienced life and annuity practitioner quality
- Grade AI-generated responses against structured rubrics for product accuracy, suitability, mathematical correctness and disclosure adequacy
- Identify unsupported illustration assumptions, unsuitable recommendations, confusion between product types or tax treatments, and failures to apply replacement or disclosure requirements
- Provide written feedback the research team uses to improve model behavior
- Participate in onboarding office hours and calibration sessions
You're a Good Fit If You
- Have 2+ years of professional experience in life insurance or annuity advisory, underwriting, new business, policy administration, product, or suitability review
- Have worked with at least one product family, such as term, whole life, universal or indexed universal life, variable life, or fixed, indexed and variable annuities
- Understand how policy mechanics (cost of insurance, crediting, caps and participation rates, surrender charges, riders and guarantees) drive long-term outcomes
- Can explain tax treatment and suitability considerations clearly, and recognize when licensed or legal review is required
- Demonstrate excellent written communication, quantitative care and high attention to detail
- Can distinguish product and suitability judgment from investment advice and formal tax or legal advice
Bonus Qualifications
- CLU, ChFC, FLMI, CFP, or comparable designation
- Active or previously held life and health producer license, or securities registration
- Medical or financial life underwriting experience, including APS review, lab interpretation or reinsurance referral
- Experience with buy-sell, key-person, estate-planning, premium-finance or executive-benefit cases
- Experience with suitability, Reg BI, or state replacement and disclosure review
Role Highlights
- Minimum 20 hours per week (ideally 40+)
- Role starts immediately, applications reviewed on a rolling basis
We consider all qualified applicants without regard to legally protected characteristics and provide reasonable accommodations upon request.
Where you can work
This role is 100% remote, for applicants located in these 6 countries: Australia, Canada, Germany, United Kingdom, New Zealand and United States.
From Weekday's job posting, checked Oct 18, 2026.
The application
Just your details and CV.
From Weekday's apply page, checked Oct 18, 2026.
About Weekday
A recruiting company that staffs AI labs' expert training projects, most of them US contracts paying $60 to $160 an hour.
How it pays: Not stated on its postings, which describe independent contract work for the client; its other contract postings say pay goes out weekly through Stripe or Wise.
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