Skip to content
WrapbookWrapbookUnited States

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.

148k – 241k
Remote5+ YOERevenue Operations

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
Method

Finance and Business Operations Lead

MethodNew York, NY

Lead financial forecasting, modeling, and business operations at a fintech API company. Analyze data with SQL, optimize margins and partnerships, build dashboards, and drive cross-functional strategy in a fast-paced environment.

150k – 200k
On-site5+ YOERevenue Operations
Crusoe

Senior Enterprise Technology Administrator, GTM Systems

CrusoeSan Francisco, CA

Hands-on Salesforce administrator owning configuration, integrations, support, and roadmap for Crusoe's GTM technology stack (including Apollo, Gong, Ironclad). Requires 5+ years enterprise systems experience, SOQL proficiency, integration debugging skills, and strong cross-functional stakeholder management.

150k – 175k
On-site5+ YOERevenue Operations
Baseten

Senior Analyst, Revenue Strategy & Operations

BasetenSan Francisco, CA +1

Foundational GTM Strategy & Revenue Operations hire building coverage models, pipeline forecasts, and segmentation logic for a high-growth AI infrastructure company. Requires 4-6 years experience in revenue operations or sales strategy at a scaling B2B SaaS company.

150k – 190k
Hybrid4+ YOERevenue Operations
Harper

CRM Lead

HarperSan Francisco, CA

Own end-to-end CRM and lifecycle marketing for a fast-growing AI insurance startup. Design segmentation, automated campaigns, and referral programs that drive retention, LTV, and revenue.

150k – 190k
On-site5+ YOERevenue Operations
Sigma

Senior Revenue Operations Manager

SigmaNew York, NY

The Senior Revenue Operations Manager will be a trusted advisor to the Area VP of Sales, shaping strategy and owning the operating rhythm of a high-growth sales organization. This role requires a sharp analytical mind, a bias for action, and the ability to design systems rather than just run reports.

150k – 210k
On-site8+ YOERevenue Operations