Senior Manager, Risk Operations

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Wrapbook

WebsiteLinkedInAll Job Openings

51 - 200 employees

☁️ SaaS

💸 Finance

💰 $100M Series B on 2021-11

SaaS • Entertainment • Finance

Wrapbook is a smart production payroll and accounting platform built by industry veterans for the entertainment industry. It provides a comprehensive suite of services, including fast onboarding, payroll management, cost tracking, production accounting, and real-time reporting, all within an intuitive interface. The platform is designed to efficiently connect producers, accountants, cast, and crew members, enabling them to manage production finances seamlessly. Wrapbook also offers expert services in union compliance, insurance, and employer-of-record payroll. The platform integrates with leading accounting and production tools, making it the versatile choice for feature films, episodic TV, commercials, and more. With significant investment from Bessemer Venture Partners, Wrapbook is focused on accelerating innovation in production finance and payroll solutions.

📋 Description

• 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 • 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 • 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 • 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

🎯 Requirements

• 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.

🏖️ Benefits

• Unlimited Paid Time Off • Work from anywhere in Canada and USA • Health and Dental benefits • Up to $1,500 USD/ $2,025 CAD towards IT set up for your home • Up to 2% matching RRSP / 401K • Learning and Development opportunities • Up to $50 USD/ $67.50 CAD towards Internet/Cell phone service