Senior AI Engineer - Java

You have a clear vision of where your career can go. And we have the leadership to help you get there.

At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.

We are looking for a Senior AI Engineer to drive adoption of AI-first software delivery practices across enterprise platforms. This role is responsible for designing, guiding, and delivering AI-enabled, cloud-native solutions, while enabling teams to effectively leverage AI-assisted engineering tools to improve productivity, quality, and speed of delivery.

This is a hands-on leadership role that combines strong engineering fundamentals with the ability to set vision, establish standards, and mentor teams in adopting AI-driven development practices. Experience with Guidewire platform and insurance domain is a strong plus.

• Define and drive the AI-first engineering vision and strategy across development teams, promoting adoption of AI-assisted development practices
• Lead and mentor engineering teams in using AI tools (e.g., Git Hub Copilot, Claude, Developer Assistants) effectively and responsibly
• Establish governance models and best practices for AI-assisted development, ensuring quality, security, compliance, and maintainability of generated code
• Apply strong engineering judgment to review, validate, and standardize AI-generated outputs
• Architect and deliver scalable, cloud-native and API-driven solutions across enterprise platforms
• Guide teams in building production-grade applications using modern engineering principles (microservices, event-driven architecture, CI/CD)
• Enable teams to accelerate development through:
  • AI-assisted coding, testing, and debugging
  • Automation frameworks and reusable patterns
  • Improved developer experience and tooling
• Collaborate with business, product, architecture, and platform teams to align AI-driven solutions with business outcomes
• Drive integration strategies across enterprise systems using API-first and event-driven approaches
• Provide technical oversight and leadership for complex programs and cross-functional initiatives
• Lead adoption of modern engineering practices, including automation, observability, and test-driven development
• Evaluate and recommend emerging technologies in AI, automation, and developer productivity
• Support production readiness, troubleshooting, and continuous improvement of application performance and reliability
• (Preferred domain responsibility) Contribute to or guide implementations involving Guidewire Insurance Suiteand  Digital Solutions
• Mentor and develop engineers, fostering a culture of continuous learning, innovation, and AI-driven excellence

May performadditionalduties as assigned.

Typically Director or above

• Proven experience driving AI-assisted development practices at scale
• Hands-on experience with tools such as Claude, Git Hub Copilot, Cursor, or similar
• Strong ability to evaluate and govern AI-generated code
• Demonstrated ability to define standards, frameworks, and best practices
• Experience mentoring teams and enabling AI adoption across engineering organizations
• Strong understanding of secure coding and compliance in AI-enabled environments

• Strong expertise in cloud-native architecture, microservices, and distributed systems
• Experience with API-first, integration, and event-driven architectures
• Proven ability to build scalable, production-grade applications
• Familiarity with Dev Ops, CI/CD, and automation frameworks

• Full-stack development expertise (Java/J2EE or similar stack, microservices, UI frameworks)
• Strong knowledge of API design, integration platforms, and web services
• Excellent problem-solving and decision-making skills

• Experience with Guidewire Insurance Suiteand  Digital
• Exposure to Guidewire Cloud Platform and integration patterns
• Understanding of P&C insurance domain
• Experience with Guidewire Jutro Digital  Platform (JDP) is a plus

• Strong leadership, communication, and stakeholder management skills
• Ability to influence without authority and drive change across teams
• Strong collaboration across distributed and cross-functional teams

• Focuses on AI-first engineering transformation, not just development
• Combines hands-on…