Masterpiece Domain Lead

JOB DESCRIPTION

We are executing a multi-year, enterprise-scale transformation of its Personal Risk Services (PRS) technology estate-transitioning 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 Chubb's 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 40-60 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

QUALIFICATIONS



* 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


* Bachelor's degree in Computer Science, Engineering, or related field required; Master's degree preferred


* Deep experti...