Role Overview
Lead the end-to-end delivery of a Workers Compensation Policy Administration and Billing transformation for commercial P&C carriers.
As the senior delivery owner, you will serve as the primary client interface and single-threaded leader accountable for scope, schedule, budget, quality, and outcomes across discovery, design, build, testing, and rollout.
You will orchestrate cross-functional SI and client teams to deliver a production-ready platform that meets regulatory, operational, and business objectives.
Success Outcomes
This role is accountable for achieving measurable delivery and business results, including:
On-time, on-budget delivery of a production-ready Workers Compensation PAS and Billing solution
Clear solution blueprint and delivery roadmap aligned to business objectives, regulatory requirements, and operational readiness
Predictable execution cadence, demonstrated through transparent milestones, release forecasts, and quality metrics
High client confidence and satisfaction, resulting in long-term partnership
End-to-end functional coverage across intake, underwriting, rating, forms, policy servicing, billing, and integrations
Regulatory-compliant solutions aligned to WC bureaus, reporting standards, and industry best practices
Successful migration of legacy Workers Compensation policies and billing data to the target PAS with validated accuracy, completeness, and reconciliation
Minimal business disruption during conversion and cutover, with controlled transition of in-force policies, financials, and historical data
Core Responsibilities
Program Leadership & Accountability
Act as the single accountable owner for delivery across the full project lifecycle
Own SOW adherence, financial performance, resourcing strategy, and delivery commitments
Establish and manage the integrated master plan across functional and technical workstreams
Delivery Execution
Lead inception and discovery, define MVP and phased delivery scope, and align stakeholders on success criteria
Drive day-to-day execution across product, architecture, engineering, data, QA, DevOps, security, and documentation
Establish and enforce delivery governance, cadence, and reporting for both client and internal leadership
Manage dependencies, risks, issues, and change control with a proactive, solutions-oriented approach
Ensure release readiness through quality gates, testing discipline, and SDLC controls
Lead the strategy, planning, and execution of legacy data conversion, including policy, billing, financial, and historical data
Coordinate conversion scope, sequencing, and cutover strategy across client SMEs, technical teams, and third-party partners
Establish and manage data validation, reconciliation, and sign-off criteria to ensure conversion accuracy and auditability
Drive execution of mock conversions and production cutover, ensuring readiness across downstream systems and business operations
Client & Stakeholder Management
Serve as the primary executive-level point of contact for the client
Lead steering committee meetings, executive readouts, and milestone reviews
Build trusted relationships with client executives and delivery leaders while maintaining firm control of scope and priorities
Compliance & Industry Alignment
Ensure solutions comply with Workers Compensation bureau and regulatory requirements (e.g., NCCI, ISO, independent bureaus)
Partner with functional SMEs to validate regulatory reporting, rating, and operational workflows
Required Qualifications
10+ years leading large-scale software or platform implementations, preferably in regulated industries
5+ years delivering Commercial P&C solutions, with deep exposure to Workers Compensation
Proven experience leading SI-delivered PAS implementations from discovery through go-live
Strong command of estimation, planning, dependency management, risk mitigation, and change control
Practical experience applying and tailoring Agile, hybrid, and Waterfall delivery models
Hands-on experience with modern PAS platforms and ecosystems (policy, billing, integrations, reporting)
Demonstrated ability to make decisions under ambiguity, manage executive expectations, and drive outcomes
Exceptional client-facing, written, and executive-level communication skills.