Weekday, Inc. Logo

Weekday, Inc.

Life & Annuity Specialist

Posted 16 Days Ago
Be an Early Applicant
Remote
Hiring Remotely in Australia
Junior
Remote
Hiring Remotely in Australia
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

8 Minutes Ago
In-Office or Remote
Mid level
Mid level
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Own third-party risk management and business continuity programs while building production data pipelines, integrations, policy-as-code controls, continuous monitoring, and agentic AI workflows. The role requires defining technical direction, integrating imperfect data sources, automating evidence collection, and partnering across Security, Procurement, Resilience, and Engineering teams to improve governance and operational resilience.
Top Skills: AWSBuildkiteCi/CdClaudeGCPGoGrpcHTTPJavaJSONKotlinKubernetesLlm ApisModel Context ProtocolProtocol BuffersPythonRest ApisSnowflakeSQLTerraform
8 Minutes Ago
In-Office or Remote
Senior level
Senior level
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Lead data modeling and ownership of critical pipelines supporting Block’s product data foundation. Build reliable, governed, and monitored datasets, data quality and lineage systems, experimentation infrastructure, and AI-assisted automation. Partner with product and engineering teams to translate business needs into end-to-end data solutions, participate in on-call support, and maintain pipeline SLAs.
Top Skills: AirflowDatabricksDbtGitOmniPrefectPythonSnowflakeSQLTerraform
8 Minutes Ago
In-Office or Remote
Senior level
Senior level
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Own the full enterprise sales cycle for Block’s commerce and payments portfolio, from prospecting and account strategy through negotiation, contracting, launch, and expansion. Build executive relationships with global brands, develop commercial strategies, negotiate complex agreements, coordinate cross-functional teams, and deliver revenue targets. Translate market and customer insights into product and go-to-market feedback while managing strategic pipelines and opportunities.
Top Skills: AfterpayCash AppCash App PayClearpayDigital CommerceFinancial TechnologyPayments Technology

What you need to know about the Sydney Tech Scene

From opera to comedy shows, the Sydney Opera House hosts more than 1,600 performances a year, yet its entertainment sector isn't the only one taking center stage. The city's tech sector has earned a reputation as one of the fastest-growing in the region. More specifically, its IT sector stands out as the country's third-largest, growing at twice the rate of overall employment in the past decade as businesses continue to digitize their operations to stay competitive.

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account