# Life & Annuity Specialist

**Company:** [Weekday AI](null/companies/pxG9rDgnvZm2c86JUchT1j.md)
**Location:** Remote
**Workplace:** remote
**Employment type:** Contract
**Department:** AI Training

[Apply for this job](null/view/441f3063-7428-459e-8f38-5b29894f58a9)

## Description

**This role is for one of our clients**

**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.

## Requirements

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.