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
- 20 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.
