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Weekday (YC W21)

Insurance Domain Expert

Weekday (YC W21)

. Vet the quality of insurance knowledge work tasks and model outputs .

Posted 9/18/2026full-timeCalifornia City • California • United StatesMid-LevelSenior💰 $60 - $100 per hourWebsite

Core Competencies

Role fit
Core Competencies

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Demonstrates expertise in actuarial science and insurance, with a strong focus on quality assurance, task design, and collaboration with research teams. Proficient in translating complex insurance concepts into clear, teachable criteria while leveraging large language models for enhanced reasoning.

Highest-signal resume keywords
Actuarial Credential (FSA, ASA, FCAS, ACAS)4+ Years of Substantive Insurance ExperienceHands-On Use of Large Language ModelsSpecialization in Insurance Areas (e.g., Life and Annuity, Property and Casualty)Excellent Written Communication

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Actuarial ScienceStatistical AnalysisQuality AssuranceTask DesignInsurance Knowledge Evaluation
Soft Skills
JudgmentCollaborationWritten Communication
Certifications & Qualifications
Actuarial Credential (FSA, ASA, FCAS, ACAS)State Insurance License
Industry Keywords
InsuranceActuarial AssumptionsClaims AdjudicationUnderwritingEnterprise Risk Management

About the role

Key responsibilities & impact
  • Vet the quality of insurance knowledge work tasks and model outputs
  • Identify missing behaviors, weak reasoning, flawed actuarial assumptions, misapplied policy language, and answers that would not survive professional scrutiny
  • Write instruction specifications and produce golden solutions to insurance and actuarial problems
  • Define new tasks reflecting how insurance work is performed in practice
  • Design challenging insurance tasks and evaluation sets
  • Help build domain-specific skills and tools with the research team
  • Collaborate with client researchers and adjacent-field specialists to maintain consistent standards
  • Translate tacit insurance judgment into explicit, teachable criteria
  • Work directly with a leading AI lab's research and program management teams to improve frontier AI reasoning about insurance work

Requirements

What you’ll need
  • Actuarial credential (FSA, ASA, FCAS, or ACAS) or an active state insurance license in adjusting, underwriting, or broking, such as an all-lines adjuster license
  • Actuarial candidates are expected to hold a degree in actuarial science, mathematics, statistics, or a related quantitative field
  • 4+ years of substantive insurance experience at a carrier, reinsurer, broker, adjusting firm, or insurance regulator
  • Genuine specialization in at least one insurance area, such as life and annuity, group life and disability, property and casualty, health, reinsurance, pricing and reserving, enterprise risk management, claims adjudication, or underwriting
  • Clear progression to a senior level, such as Actuary, Senior Actuary, AVP, Director, Chief Actuary, Claims Manager, or Head of Underwriting, with ownership of a book, reserve, or claims portfolio
  • Hands-on working use of large language models in professional work
  • Judgment to distinguish a well-reasoned answer from a plausible-sounding wrong one
  • Able to commit reliably to 40 hours per week for an initial engagement of 6 months
  • Living in the Bay Area, California
  • Able to work on-site with the client's team multiple days each week, when required
  • Candidates not currently based in the Bay Area must be willing to relocate there at their own cost
  • Excellent written communication and ability to give precise, well-structured written feedback

Benefits

Comp & perks
  • No relocation assistance is provided