Weekday, Inc. Logo

Weekday, Inc.

Life & Annuity Specialist

Posted One Month Ago
Be an Early Applicant
Remote
Hiring Remotely in United States
80-80 Hourly
Junior
Remote
Hiring Remotely in United States
80-80 Hourly
Junior
Design and evaluate life insurance and annuity advisory, underwriting, policy-service, suitability, and replacement scenarios for AI training. Create expert reference responses, assess model outputs for product accuracy, mathematical correctness, suitability, tax treatment, and disclosure compliance, and provide feedback to improve model performance. Participate in onboarding and calibration sessions.
The summary above was generated by AI

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.

Similar Jobs

Yesterday
Easy Apply
Remote or Hybrid
Easy Apply
110K-142K Annually
Mid level
110K-142K Annually
Mid level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Manage enterprise customers after implementation, helping them achieve business value from Samsara’s IoT platform. Develop joint success plans, lead executive business reviews and customer workshops, recommend workflow improvements, explain platform capabilities, resolve barriers, and mentor Customer Success and Support teams. Collaborate with Sales, Support, Sales Engineering, Product, and Engineering while supporting customers across transportation, utilities, field services, and other physical-operation industries.
Top Skills: Internet Of Things (Iot)SaaS
Yesterday
Remote
United States
130K-180K Annually
Senior level
130K-180K Annually
Senior level
Artificial Intelligence • Fintech • Information Technology • Marketing Tech • Payments • Social Impact • Software
Leads and builds Donorbox’s product marketing function, owning positioning, messaging, product-led growth, launches, enablement, competitive intelligence, and performance measurement. Partners with Product, Sales, Customer Success, and Marketing to drive acquisition, conversion, retention, and expansion. Manages one direct report, establishes scalable processes and KPIs, influences roadmap priorities, and presents data-driven insights to executive leadership.
Top Skills: Product-Led Growth (Plg)SaaS
2 Days Ago
Easy Apply
Remote or Hybrid
Easy Apply
134K-174K Annually
Junior
134K-174K Annually
Junior
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Lead and develop a Canada Scaled Customer Success team to drive onboarding, adoption, expansion, and renewals via digital scale programs. Hire and coach CSMs, manage KPIs/OKRs, improve processes and tooling, collaborate cross-functionally, and escalate high-stakes customer moments to ensure measurable customer outcomes.
Top Skills: CRMCs PlatformDigital Engagement ToolsGainsightProduct AnalyticsTotango

What you need to know about the Charlotte Tech Scene

Ranked among the hottest tech cities in 2024 by CompTIA, Charlotte is quickly cementing its place as a major U.S. tech hub. Home to more than 90,000 tech workers, the city’s ecosystem is primed for continued growth, fueled by billions in annual funding from heavyweights like Microsoft and RevTech Labs, which has created thousands of fintech jobs and made the city a go-to for tech pros looking for their next big opportunity.

Key Facts About Charlotte Tech

  • Number of Tech Workers: 90,859; 6.5% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: Lowe’s, Bank of America, TIAA, Microsoft, Honeywell
  • Key Industries: Fintech, artificial intelligence, cybersecurity, cloud computing, e-commerce
  • Funding Landscape: $3.1 billion in venture capital funding in 2024 (CED)
  • Notable Investors: Microsoft, Google, Falfurrias Management Partners, RevTech Labs Foundation
  • Research Centers and Universities: University of North Carolina at Charlotte, Northeastern University, North Carolina Research Campus

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account