CNA
Senior AI Engineer - Guidewire
Chicago, IL, USA · Senior
Sponsorship not specified$72k-$141kDetected 14 days ago
JavaDistributed SystemsFull-Stack DevelopmentGitCloud PlatformsCI/CDDevOpsAPI DevelopmentStakeholder ManagementLeadershipCommunicationCollaborationProblem SolvingMentoringProperty & Casualty
About the role
- You have a clear vision of where your career can go.
- And we have the leadership to help you get there.
- 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.
Responsibilities
- 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.
- Lead and mentor engineering teams in using AI tools (e.g., GitHub Copilot, Claude, Developer Assistants) effectively and responsibly
- 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)
Requirements
- Prior exposure to Guidewire implementations preferred but not required
- Experience with Guidewire platform and insurance domain is a strong plus.
Nice to have
- AI-assisted coding, testing, and debugging
- Automation frameworks and reusable patterns
- Improved developer experience and tooling
- Provide technical oversight and leadership for complex programs and cross-functional initiatives
- Evaluate and recommend emerging technologies in AI, automation, and developer productivity
- (Preferred domain responsibility) Contribute to or guide implementations involving Guidewire InsuranceSuite and Digital Solutions
- Proven experience driving AI-assisted development practices at scale
- Hands-on experience with tools such as Claude, GitHub Copilot, Cursor, or similar
Skills
- Full-stack development expertise (Java/J2EE or similar stack, microservices, UI frameworks)
- Excellent problem-solving and decision-making skills
- Experience with Guidewire InsuranceSuite and 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
- Strong collaboration across distributed and cross-functional teams
- Focuses on AI-first engineering transformation, not just development
- Combines hands-on engineering with leadership and vision-setting
- Enables organization-wide productivity gains using AI tools
- Opportunity to influence engineering culture, standards, and delivery model
Compensation
- I n certain jurisdictions, CNA is legally required to include a reasonable estimate of the compensation for this role.
Benefits
- 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.
- Define and drive the AI-first engineering vision and strategy across development teams, promoting adoption of AI-assisted development practices
This listing is sourced directly from CNA's careers page and normalized into a canonical job model.