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Home Flexible Job Board Multiline P&C Underwriter

$80/hr 7d ago

Multiline P&C Underwriter

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Weekday AI

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✨ Apply 10x Faster

Analyze your resume for missing keywords, then one-click optimize it. Don't be anything less than a 100% match candidate.

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Summary

Design realistic underwriting scenarios and evaluate AI-generated model outputs against established insurance standards. Provide expert feedback to research teams to improve model reasoning regarding insurability, pricing, and risk assessment.

Job 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 Multiline Property & Casualty Underwriters to design realistic risk-selection and underwriting scenarios, evaluate model outputs against established underwriting standards, and help shape how the next generation of AI reasons about insurability, pricing, coverage terms, and portfolio fit.

We welcome carrier, MGA, MGU, and program underwriters with experience across personal, commercial, or specialty P&C products. Candidates should have direct authority or meaningful responsibility for evaluating and selecting risks.

What You'll Do

  • Design realistic underwriting scenarios involving new business, renewals, exposure analysis, loss history, inspections, classification, pricing, limits, deductibles, exclusions, and referral decisions
  • Create work products such as underwriting assessments, quote rationales, information requests, declination explanations, renewal strategies, and risk-improvement requirements
  • Write "golden" reference responses at experienced underwriter quality
  • Grade AI-generated responses against structured rubrics for technical accuracy, consistency, risk judgment, and adherence to underwriting guidelines
  • Identify unsupported assumptions, inadequate risk differentiation, incorrect use of policy terms, and inappropriate acceptance or declination decisions
  • 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 P&C underwriting experience
  • Have underwritten at least one major segment, such as personal lines, commercial property, general liability, commercial auto, package, umbrella/excess, professional liability, cyber, or another specialty line
  • Understand the underwriting lifecycle from submission and assessment through quotation, binding, renewal, and nonrenewal
  • Can explain how account characteristics, jurisdiction, peril, loss experience, and market conditions affect underwriting decisions
  • Demonstrate strong written reasoning, sound risk judgment, and high attention to detail
  • Can separate underwriting decisions from claims handling, brokerage advice, and actuarial portfolio analysis

Bonus Qualifications

  • CPCU, AU, ARM, or comparable insurance designation
  • Multiline underwriting authority
  • E&S, MGA/MGU, Lloyd's, or program-business experience
  • Catastrophe-exposed property or high-severity casualty experience
  • Experience with small commercial, middle-market, national-account, or high-net-worth segments

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.

About the company

Weekday AI

Recruitment agency

Finding a great startup job should not feel like a second job.

Weekday AI brings the most exciting roles from premium YC and VC-backed startups into one place. Our team hand-picks every listing, so you skip the agency spam and the dead links and go straight to companies building things that matter.

Why people use Weekday AI?

Curated roles from premium YC and VC-backed startups
Fresh jobs every week, picked by humans
AI that helps you apply in minutes
Free to join

Your next role should come from a company you are proud to work at. We help you find it.
Browse live roles at jobs.weekday.works

Founded

2022

Company size

11-50 employees

Industry

Technology, Information and Internet

Org type

Privately Held

Apply Now

About the company

Weekday AI

Recruitment agency

Finding a great startup job should not feel like a second job.

Weekday AI brings the most exciting roles from premium YC and VC-backed startups into one place. Our team hand-picks every listing, so you skip the agency spam and the dead links and go straight to companies building things that matter.

Why people use Weekday AI?

Curated roles from premium YC and VC-backed startups
Fresh jobs every week, picked by humans
AI that helps you apply in minutes
Free to join

Your next role should come from a company you are proud to work at. We help you find it.
Browse live roles at jobs.weekday.works

Founded

2022

Company size

11-50 employees

Industry

Technology, Information and Internet

Org type

Privately Held

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