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Home Flexible Job Board Reinsurance & Program Business Specialist

$80/hr 9d ago

Reinsurance & Program Business Specialist

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Summary

Design realistic risk-transfer and delegated-authority scenarios to train AI models on insurance reasoning. Evaluate and grade AI-generated responses against market standards for structural accuracy and contract logic.

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 Reinsurance and Program Business Specialists to design realistic risk-transfer and delegated-authority scenarios, evaluate model outputs against established market standards, and help shape how the next generation of AI reasons about treaty structures, facultative placements, MGAs, fronting, and alternative risk arrangements.

We welcome professionals from reinsurers, cedents, reinsurance brokers, MGAs, MGUs, program administrators, fronting carriers, captive managers, and Lloyd's market participants.

What You'll Do

  • Design realistic scenarios involving treaty and facultative reinsurance, attachment and exhaustion, cessions, recoverables, bordereaux, delegated authority, program governance, fronting, captives, and risk participation
  • Create work products such as structure comparisons, submission analyses, contract summaries, program reviews, counterparty assessments, and risk-transfer recommendations
  • Write "golden" reference responses at experienced reinsurance and program-business quality
  • Grade AI-generated responses against structured rubrics for structural accuracy, contract logic, financial understanding, stakeholder roles, and market realism
  • Identify misunderstandings of layers, limits, retentions, commissions, claims control, collateral, counterparty exposure, and carrier-MGA responsibilities
  • 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 reinsurance, program business, delegated authority, fronting, captive insurance, or alternative risk transfer
  • Understand at least one of the following: treaty reinsurance, facultative reinsurance, MGA/MGU programs, Lloyd's arrangements, captives, or fronted programs
  • Can identify the economic and operational responsibilities of cedents, reinsurers, brokers, MGAs, fronting carriers, and insureds
  • Understand how contract structure changes risk transfer, earnings, collateral, claims handling, and reporting
  • Demonstrate excellent written reasoning, commercial judgment, and high attention to detail
  • Can distinguish reinsurance decisions from direct underwriting and ordinary claim adjudication

Bonus Qualifications

  • CPCU, ARe, ARM, ACAS, FCAS, or comparable designation
  • Both ceded and assumed reinsurance experience
  • Reinsurance broking, treaty wording, recoverables, or claims experience
  • Program audit, delegated-authority, or bordereaux-management experience
  • Captive, large-deductible, retrospective-rating, or risk-sharing experience

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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