Masterpiece Domain Lead

We are executing a multi-year enterprise-scale transformation of its Personal Risk Services (PRS) technology estatetransitioning from monolithic mainframe-based systems to a cloud-native API-first composable architecture on AWS/Azure. As our Domain Leader Core Modernization you will architect and drive this transformation establishing a Center of Excellence to deliver reusable modernization patterns leveraging AI/ML for code analysis and migration acceleration and replacing legacy batch and MQ interfaces with REST APIs and event streaming. You will ensure all modernization investments align with Chubbs regulatory operational resilience and long-term technology strategies while orchestrating multi-year roadmaps standing up modernization squads and aligning business risk compliance and technology stakeholders.

In this role you will:

• Architect and govern the target-state technology stack including API gateways microservices containerized workloads and automated CI/CD pipelines
• Decompose and re-platform core PRS systems (policy admin rating billing claims orchestration) from legacy mainframe to cloud-native services
• Implement strangler-fig and parallel-run migration strategies to de-risk transformation and maintain production stability for over 1M in-force policies
• Deploy AI/ML tooling for automated code analysis dead-code identification dependency mapping and mainframe-to-modern language translation
• Leverage generative AI to accelerate requirements documentation interface specifications test case generation and knowledge extraction from legacy codebases
• Build AI-enabled observability and predictive analytics to monitor migration health detect anomalies and proactively manage SLA risks during cutover
• Establish AI-powered governance dashboards for real-time visibility into modernization progress technical debt reduction and business value realization
• Serve as primary modernization liaison to senior leadership Enterprise Architecture Review Board and Risk/Compliance presenting investment cases and risk dashboards
• Implement Scaled Agile (SAFe) delivery practices building and leading a high-performing organization of 4060 engineers architects and delivery leads across global teams
• Drive migration of downstream integrations (agents reinsurers regulators third-party providers) to modern APIs and event-driven interfaces prioritizing workstreams by business impact through data analytics and stakeholder feedback

• 15 years of progressive enterprise technology experience including 5 years leading large-scale platform modernization or legacy transformation programs; direct experience with Tier-1 P&C carrier technology environments (e.g. Chubb AIG Travelers) preferred
• Bachelors degree in Computer Science Engineering or related field required; Masters degree preferred
• Deep expertise in cloud-native architectures (AWS/Azure/GCP) microservices API-first design containerization (Kubernetes/Docker) and event-driven integration (Kafka MQ)
• Proven track record of modernizing mainframe or legacy policy administration systems in insurance or financial services; knowledge of insurance platforms such as Guidewire Duck Creek Majesco or proprietary mainframe systems
• Strong command of AI/ML applications in software modernization including code analysis automated testing and migration acceleration tooling
• Experience managing $15M technology program budgets with accountability for ROI timeline and risk governance; experience with COTS-vs-build evaluation frameworks and vendor due diligence for core system replacement preferred
• Demonstrated ability to build and lead organizations of 40 across onshore/offshore delivery models
• Executive presence with a track record of influencing C-suite stakeholders board-level committees and cross-functional governance forums
• Familiarity with ISO 20022 ACORD data standards and regulatory reporting requirements (state filings NAIC) preferred
• SAFe Program Consultant (SPC) PMP or equivalent Agile/delivery certifications preferred

The pay range for the role is $235000 to $250000. The specific offer will depend on an applicants skills and other factors. This role may also be eligible to participate in a discretionary annual incentive program. Chubb offers a comprehensive benefits package more details on which can be found on our careers website. The disclosed pay range estimate may be adjusted for the applicable geographic differential for the location in which the position is filled.