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Enterprise Insurance Specialist - Underwriting

Job in Toronto, Ontario, C6A, Canada
Listing for: Obsidian
Full Time position
Listed on 2026-08-30
Job specializations:
  • Insurance
    Risk Manager/Analyst, Insurance Analyst, Underwriter, Insurance Risk / Loss Control
Salary/Wage Range or Industry Benchmark: 110000 - 170000 CAD Yearly CAD 110000.00 170000.00 YEAR
Job Description & How to Apply Below

Role Overview

  • Mercor is seeking senior insurance professionals to build evaluation tasks for AI systems operating in Fortune 500 enterprise insurance and risk contexts.
  • The workflows are calibrated to the underwriting complexity, regulatory stakes, and claims scale of Fortune 500 and large public insurance carriers.
  • Contributors design enterprise insurance scenarios, draft reference outputs, and write rubrics that capture how senior F500 insurance operators think.
Key Responsibilities
  • Construct enterprise insurance scenarios spanning complex commercial underwriting, multi-stakeholder claims adjudication, and regulatory filing or compliance review cycles at F500 carriers.
  • Build insurance tasks across F500 underwriting and risk assessment, claims management, actuarial pricing and reserving, reinsurance strategy, and regulatory/compliance affairs.
  • Develop insurance operations scenarios involving tools such as Guidewire, Duck Creek, actuarial modeling platforms (SAS, R), and enterprise claims/policy administration systems in F500 stacks.
  • Apply enterprise insurance methodologies (actuarial risk modeling, loss reserving, ERM frameworks, NAIC compliance standards) and produce reference underwriting guidelines, claims strategies, and executive-level risk narratives.
  • Author rubrics that distinguish authentic enterprise insurance judgment from generic textbook or licensing-exam recall.
Ideal Qualifications
  • 5+ years working in underwriting, claims, actuarial, or risk management at a Fortune 500 insurance carrier or reinsurer (State Farm, Allstate, Chubb, AIG, Berkshire Hathaway) or inside an F500 enterprise risk/insurance organization.
  • Direct ownership of F500-scale underwriting portfolios, claims operations, or actuarial pricing models.
  • Fluency in enterprise insurance tooling and methodologies, plus understanding of how F500 regulatory compliance, reinsurance treaties, and reserving practices actually work.
  • Prior rubric, actuarial/underwriting training curriculum, or claims documentation authorship is a plus.
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