Jobs · Information Technology · Illinois

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

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