Senior AI Engineer - Guidewire
CNA Insurance · Chicago, IL · 2 wk ago
HybridInformation Technology$72k–$141k/yrFull-time
Essential Duties & Responsibilities
- 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., GitHub 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
- Architect and deliver scalable, cloud-native and API-driven solutions across enterprise platforms
- 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
- Mentor and develop engineers, fostering a culture of continuous learning, innovation, and AI-driven excellence
Skills, Knowledge & Abilities
- AI Engineering & Leadership
- Proven experience driving AI-assisted development practices at scale
- Hands-on experience with tools such as Claude, GitHub 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
- Architecture & Modern Engineering
- 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 DevOps, 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
- Guidewire & Domain (Preferred / Nice To Have)
- Experience with Guidewire InsuranceSuite and Digital
- Understanding of P&C insurance domain
- Experience with Guidewire Jutro Digital Platform (JDP) is a plus
Soft Skills
- 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