Director, Engineering - USRM Property & Specialty

NOTE: This role has a hybrid work arrangement (2x per week) in one of our tech hub locations: Plano, TX/Columbus, OH/Boston, MA/Portsmouth, NH/Indianapolis, IN.

Liberty Mutual US Retail Markets (USRM) Technology is undertaking a multi-year transformation to modernize our policy administration ecosystem by converging legacy platforms into a unified, cloud-enabled Guidewire PolicyCenter solution.

We are seeking a Director of Engineering – Property & Specialty to lead one of the critical components of this transformation: Build and deploy Property & Specialty LOB's into our modern platform.

This leader will partner closely with existing implementation teams to define and execute the engineering and build strategy, build and lead a high-performing organization, and partner across Product, Underwriting, Distribution, Service, Data, and Platform teams to ensure seamless, high-quality outcomes that enable business agility and customer value.

This role combines deep technical leadership, large-scale program execution, and organizational leadership, and is pivotal to delivering a simplified, future-ready insurance platform.

About the Role:

As Director of Engineering, you will lead both engineering strategy and execution while developing a world-class engineering organization.

Engineering Leadership & Organizational Development

• Build, lead, and develop a high-performing engineering organization, including engineering managers and senior technical leaders.
• Foster a culture of technical excellence, innovation, accountability, and continuous learning.
• Oversee talent strategy including hiring, coaching, performance management, and succession planning.
• Establish and scale global engineering teams, including vendor and offshore strategies aligned to capacity and cost objectives.
• Lead cross-functional coordination across Guidewire, system integrators, platform teams, and downstream consumers to manage dependencies, risks, and delivery.

Technology Strategy & Delivery

• Shape and drive engineering strategy aligned with enterprise architecture, modern engineering practices, and cloud-native platforms.
• Lead design and implementation of scalable, resilient solutions within the Guidewire PolicyCenter ecosystem.
• Ensure adoption of best practices across software development, DevOps, security, and quality engineering.
• Balance speed-to-market with long-term scalability, reliability, and operational excellence.

Cross-Functional Leadership & Business Alignment

• Partner with Product, Underwriting, Data, Experience, and Architecture teams to deliver business value and seamless customer experiences.
• Collaborate with senior and executive leadership to align engineering priorities with enterprise strategy and modernization goals.
• Own delivery outcomes, including timelines, quality, system health, and business impact.
• Represent engineering in strategic planning, budgeting, and resource allocation discussions.

Thought Leadership & Innovation

• Serve as a thought leader in engineering and modernization, influencing architecture, platform investments, and emerging technologies (e.g., GenAI, cloud data platforms).
• Advance engineering practices and contribute to Liberty Mutual’s broader technology community.

Key Responsibilities:

• Lead and develop a high-performing engineering organization, including managers, senior engineers, and global/vendor teams.
• Own the end-to-end policy platform buildout supporting Property & Specialty LOB's.
• Be accountable for delivery of implementation milestones across a multi-year modernization program.
• Partner closely with Architecture, Guidewire and Systems Integrators to ensure that the engineering aligns with our go-forward architecture stratecy and aligns with existing architecture blueprint.
• Drive cross-functional execution across Guidewire, system integrators, platform teams, and downstream systems.
• Shape engineering strategy aligned with enterprise architecture, cloud platforms, and long-term modernization goals.
• Ensure adoption of best practices across software engineering, DevOps, security, and reliability.
• Partner with Product, Underwriting, Data, and Experience teams to deliver measurable business outcomes.
• Represent engineering in executive-level planning, funding, and prioritization discussions.
• Build a strong engineering culture focused on accountability, innovation, and continuous improvement.
• Serve as a thought leader influencing engineering practices and enterprise technology direction.

• Bachelor’s or Master’s degree in Computer Science, Engineering, or related discipline.
• 10+ years of technology experience with 5+ years in senior leadership roles.
• Experience leading large-scale policy administration transformations in P&C insurance.
• Deep expertise in Guidewire PolicyCenter (Guidewire Cloud preferred).
• Proven ability to lead large, globally distributed engineering teams (75–150+ engineers).
• Strong knowledge of cloud-native architectures, microservices, APIs, and DevOps practices.
• Demonstrated ability to lead complex, cross-functional programs and influence senior stakeholders.
• Strong business acumen with the ability to align technology outcomes to business strategy.