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Senior Manager, Risk Operations

148k – 241kUnited StatesRevenue OperationsRemote5+ YOE
Summary

Lead Wrapbook's Workers' Compensation program, overseeing claims, risk mitigation, underwriting operations, and a team of specialists. Drive loss performance, TPA accountability, and program improvements in a fast-growing entertainment payroll platform.

About the role

What You’ll Do

Claims oversight and loss performance

  • Serve as the primary operational point of contact for our TPA (Sedgwick), managing claim handling expectations, reserving practices, and escalation protocols
  • Monitor and analyze loss runs, claim frequency/severity trends, and open claim inventory; surface insights to the Sr. Director and drive corrective action with the team
  • Review large loss and litigated claims on a regular cadence, ensuring the TPA’s handling strategy aligns with program objectives
  • Track SLA compliance and claims quality metrics, holding the TPA accountable to performance standards
  • Identify patterns in claims data (by state, classification, production type, time of year) and translate findings into actionable recommendations for risk reduction

Risk management and WC program administration

  • Develop and implement risk mitigation initiatives such as safety programs, return-to-work protocols, and claims management best practices tailored to entertainment industry workflows
  • Use claims and underwriting data together to identify where operational improvements (better classification, faster reporting, targeted safety guidance) can reduce loss frequency and severity
  • Drive the end-to-end underwriting operations workflow—production company onboarding, classification, state jurisdiction setup, and policy endorsement execution
  • Tracking and reporting on Worker Compensation KPIs and SLAs across the WC program

Team leadership

  • Manage, mentor, and develop Workers Compensation Operations and Claims Specialists
  • Set clear goals, run regular 1:1s, and drive accountability across all program areas—claims, risk mitigation, underwriting operations, and COI workflows
  • Balance team workload across the claims and underwriting functions, adjusting capacity allocation as production seasons and claim volumes shift
  • Partner with the Sr. Director on capacity planning, hiring, and team development as the program scales

AI, knowledge & competitive intelligence

  • Leverage AI tools (including Claude, Dust, and emerging platforms) as a core part of daily operations—driving research, drafting, workflow automation, and overall team AI capability development
  • Build and maintain a centralized Workers' Compensation knowledge base; partner with AI Champions to design and deploy self-serve agents that reduce friction for internal teams and accelerate decision-making
  • Serve as Wrapbook's internal subject matter expert on WC program structures—continuously monitoring the landscape, identifying differentiation gaps, and delivering strategic insights to senior leadership

What You'll Have

Required

  • 5–8+ years of experience in workers’ compensation operations, insurance program management, or a related risk management function—with exposure across claims and underwriting/policy administration
  • 4+ years of people management experience, ideally in a fast-growing or high-volume environment
  • Solid knowledge of WC claim lifecycles, reserving practices, and TPA performance management
  • Strong understanding of WC policy structures, classification systems, payroll-based premium calculations, and audit processes
  • A risk management orientation—you naturally connect underwriting decisions to claims outcomes and look for ways to reduce loss frequency and severity across the program
  • Experience using claims and policy data to identify trends, build reports, and recommend operational improvements
  • Demonstrated ability to manage vendor and broker relationships with a bias toward accountability and measurable outcomes
  • Excellent communication skills with the ability to translate WC concepts for non-insurance stakeholders

Preferred (strong pluses)

  • Experience with large-deductible or self-insured WC program structures (vs. guaranteed-cost only)
  • Familiarity with actuarial reports, loss development data, and how they inform program decisions
  • Experience in entertainment, media, or staffing industry WC programs
  • Familiarity with employer-of-record (EOR) or professional employer organization (PEO) risk structures
  • ARM, CPCU, or equivalent risk management designation (or in progress)
  • Experience with Sedgwick or comparable national TPA platforms
Skills
Workers CompensationTPA managementClaims oversightRisk mitigationUnderwriting operationsLoss analysisPolicy administrationPeople managementVendor managementKPI tracking
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