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Weekday (YC W21)

Reinsurance & Program Business Specialist

Weekday (YC W21)

. Design realistic scenarios involving treaty and facultative reinsurance, attachment and exhaustion, cessions, recoverables, bordereaux, delegated authority, program governance, fronting, captives, and risk participation .

Posted 9/17/2026contractRemote • United States, Australia, Canada, New Zealand, United Kingdom, GermanyJuniorMid-Level💰 $80 per hourWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in reinsurance and program business, with a strong understanding of treaty and facultative reinsurance, contract structures, and risk transfer mechanisms. Possesses excellent written reasoning and commercial judgment, essential for providing feedback and improving model behavior.

Highest-signal resume keywords
Reinsurance ExperienceTreaty Reinsurance UnderstandingExcellent Written ReasoningCPCU CertificationDelegated Authority Knowledge

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
Treaty ReinsuranceFacultative ReinsuranceContract Structure AnalysisRisk Transfer RecommendationsClaims ControlCounterparty AssessmentBordereaux ManagementProgram GovernanceRecoverables AnalysisFronting Knowledge
Soft Skills
Attention to DetailCommercial JudgmentWritten Feedback Provision
Certifications & Qualifications
CPCUAReARMACASFCAS
Industry Keywords
ReinsuranceProgram BusinessCaptive InsuranceAlternative Risk TransferMGA/MGU ProgramsLloyd's ArrangementsCeded ReinsuranceAssumed ReinsuranceClaims ExperienceRisk Sharing

About the role

Key responsibilities & impact
  • Design realistic scenarios involving treaty and facultative reinsurance, attachment and exhaustion, cessions, recoverables, bordereaux, delegated authority, program governance, fronting, captives, and risk participation
  • Create 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 used by the research team to improve model behavior
  • Participate in onboarding office hours and calibration sessions
  • Work a minimum of 20 hours per week, ideally 40+

Requirements

What you’ll need
  • 2+ years of professional experience in reinsurance, program business, delegated authority, fronting, captive insurance, or alternative risk transfer
  • Understand at least one of: treaty reinsurance, facultative reinsurance, MGA/MGU programs, Lloyd's arrangements, captives, or fronted programs
  • Ability to identify the economic and operational responsibilities of cedents, reinsurers, brokers, MGAs, fronting carriers, and insureds
  • Understanding of how contract structure changes risk transfer, earnings, collateral, claims handling, and reporting
  • Excellent written reasoning, commercial judgment, and high attention to detail
  • Ability to distinguish reinsurance decisions from direct underwriting and ordinary claim adjudication
  • CPCU, ARe, ARM, ACAS, FCAS, or comparable designation (bonus)
  • Both ceded and assumed reinsurance experience (bonus)
  • Reinsurance broking, treaty wording, recoverables, or claims experience (bonus)
  • Program audit, delegated-authority, or bordereaux-management experience (bonus)
  • Captive, large-deductible, retrospective-rating, or risk-sharing experience (bonus)

Benefits

Comp & perks
  • 🌐 Worldwide ❌ Jobs You've Hidden ⭐️ Saved Jobs ✅ Applied Jobs ✉️ Email Alerts 👤 Account Weekday (YC W21) Website LinkedIn All Job Openings 11 - 50 employees Founded 2021 💼 Consulting 👥 HR Tech ☁️ SaaS Consulting
  • HR Tech
  • SaaS Weekday is a modern recruitment platform that combines AI technologies with a vast database of potential candidates, aiming to streamline the hiring process for companies in India. They offer various services, including a proactive outreach approach that helps employers connect with top talent, as well as tools for candidates to easily apply for jobs. Weekday's emphasis on candidate engagement through multiple channels, including email, WhatsApp, and phone calls, sets it apart in the competitive landscape of recruitment agencies. Reinsurance & Program Business Specialist Job not on LinkedIn 🔥 46 minutes ago 🌐 United States, Australia, +4 more countries – Remote 💵 $80 / hour ⏳ Contract/Temporary 🟢 Junior 🟡 Mid-level 🔒 Insurance 🚫👨‍🎓 No degree required 👻 Ghost score 20% Apply Now Customize resume + cover letter Report problem ☆ Save ☑️ Mark as applied ❌ Hide 📋 Description
  • Design realistic scenarios involving treaty and facultative reinsurance, attachment and exhaustion, cessions, recoverables, bordereaux, delegated authority, program governance, fronting, captives, and risk participation
  • Create 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 used by the research team to improve model behavior
  • Participate in onboarding office hours and calibration sessions
  • Work a minimum of 20 hours per week, ideally 40+ 🎯 Requirements
  • 2+ years of professional experience in reinsurance, program business, delegated authority, fronting, captive insurance, or alternative risk transfer
  • Understand at least one of: treaty reinsurance, facultative reinsurance, MGA/MGU programs, Lloyd's arrangements, captives, or fronted programs
  • Ability to identify the economic and operational responsibilities of cedents, reinsurers, brokers, MGAs, fronting carriers, and insureds
  • Understanding of how contract structure changes risk transfer, earnings, collateral, claims handling, and reporting
  • Excellent written reasoning, commercial judgment, and high attention to detail
  • Ability to distinguish reinsurance decisions from direct underwriting and ordinary claim adjudication
  • CPCU, ARe, ARM, ACAS, FCAS, or comparable designation (bonus)
  • Both ceded and assumed reinsurance experience (bonus)
  • Reinsurance broking, treaty wording, recoverables, or claims experience (bonus)
  • Program audit, delegated-authority, or bordereaux-management experience (bonus)
  • Captive, large-deductible, retrospective-rating, or risk-sharing experience (bonus) Apply Now 📊 Check your resume score for this job Improve your chances of getting an interview by checking your resume score before you apply. Check Resume Score Similar Jobs Insurance Specialist 🔥 21 hours ago Mercor 51 - 200 Website LinkedIn All Job Openings Insurance expert designing scenarios and evaluating AI outputs for Mercor’s AI-lab training projects. Translating underwriting, claims, actuarial, and compliance expertise into structured data. 🇺🇸 United States – Remote 💵 $90 - $110 / hour 🔥 Funding within the last year 💰 $350M Series C - Mercor on 2025-10 ⏳ Contract/Temporary 🟡 Mid-level 🟠 Senior 🔒 Insurance Licensed Health Insurance Agent 🕒 2 days ago TEKsystems 10,000+ employees 💼 Consulting 🎯 Recruiter 🏢 Enterprise Website LinkedIn All Job Openings Licensed Health Insurance Agent handling inbound enrollments and outbound Medicare outreach for TEKsystems. Explaining plan options, providing quotes, and supporting members remotely. 🇺🇸 United States – Remote 💵 $22 - $23 / hour ⏳ Contract/Temporary 🟡 Mid-level 🟠 Senior 🔒 Insurance Licensed Health Insurance Agent 🕒 2 days ago TEKsystems 10,000+ employees 💼 Consulting 🎯 Recruiter 🏢 Enterprise Website LinkedIn All Job Openings Remote licensed health insurance agent handling inbound enrollments, Medicare/D-SNP referrals, and retention outreach. Supporting TEKsystems’ customer service operations with compliant plan guidance. 🇺🇸 United States – Remote 💵 $22 - $23 / hour ⏳ Contract/Temporary 🟡 Mid-level 🟠 Senior 🔒 Insurance Reinsurance, Program Business Specialist 🕒 4 days ago Mercor 51 - 200 Website LinkedIn All Job Openings Reinsurance specialist designing treaty, program, and risk-transfer scenarios for Mercor’s AI-lab partners. Evaluating frontier-model outputs against insurance market standards and providing expert feedback. 🇺🇸 United States – Remote 💵 $80 / hour 🔥 Funding within the last year 💰 $350M Series C - Mercor on 2025-10 ⏳ Contract/Temporary 🟢 Junior 🟡 Mid-level 🔒 Insurance 🚫👨‍🎓 No degree required Insurance Expert 🕒 5 days ago Mercor 51 - 200 Website LinkedIn All Job Openings Senior insurance experts designing underwriting, claims, actuarial, and compliance evaluation tasks. Creating rubrics and reference outputs for Mercor’s AI training projects. 🇺🇸 United States – Remote 💵 $50 - $60 / hour 🔥 Funding within the last year 💰 $350M Series C - Mercor on 2025-10 ⏳ Contract/Temporary 🟡 Mid-level 🟠 Senior 🔒 Insurance View More Insurance Professional Jobs 🌐 Worldwide Built by Lior Neu-ner. I'd love to hear your feedback — Get in touch via DM or support@remoterocketship.com Search Remote jobs Search Jobs by country Search jobs by city Search jobs by job title Search entry-level jobs Search junior-level jobs Search senior-level jobs Search jobs by tech stack Search jobs by contract type Search remote internships Search remote part-time jobs Remote jobs Anywhere in the World Companies Hiring Anywhere in the World Companies Hiring Sales People Anywhere in the World Companies Hiring Software Engineers Anywhere in the World Resources About us Advice Tips for finding remote jobs Interview questions and answers Resume examples Cover letter examples Post a job Affiliates Is Remote Rocketship legit? Privacy policy Terms of service Job board SEO course Remote Job Search MasterClass Resume Review AI Apply Copilot OpenClaw job finder API docs Find jobs using your resume Jobs by Country Remote jobs anywhere in the world (Worldwide remote jobs) Remote jobs United States Remote jobs Australia Remote jobs Brazil Remote jobs Canada Remote jobs France Remote jobs Ireland Remote jobs Germany Remote jobs Netherlands Remote jobs Spain Remote jobs UK Popular Jobs Remote data analyst jobs Remote customer support jobs Remote executive assistant jobs Remote marketing jobs Remote product designer jobs Remote product manager jobs Remote project manager jobs Remote recruiter jobs Remote sales jobs Remote software engineer jobs Jobs by Type Remote full-time jobs Remote part-time jobs Remote contract jobs Remote internship jobs Remote entry-level jobs Remote jobs with no experience required Remote junior jobs (1-3 years of experience) Digital nomad jobs Remote jobs with no degree required Freelance remote jobs Temporary remote jobs Remote jobs hiring now Stay at home mom jobs