Senior Manager, Risk Operations
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.
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
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