Senior AI Engineer Java
Job Location:
Chicago, IL - USA
Yearly Salary:
Posted:
Application Deadline:
Vacancies:
Job Summary
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.
JOB DESCRIPTION:
Essential Duties & Responsibilities
Performs a combination of dutiesin accordance withdepartmental guidelines:
- 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
- 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 GuidewireInsuranceSuiteand Digital Solutions
- Mentor and develop engineers fostering a culture of continuous learning innovation and AI-driven excellence
May performadditionalduties as assigned.
Reporting Relationship
TypicallyDirector or above
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
Technical Skills
- 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 GuidewireInsuranceSuiteand Digital
- Exposure to Guidewire Cloud Platform and integration patterns
- Understanding of P&C insurance domain
- Experience with GuidewireJutroDigital 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
Role Differentiators (What Makes This Role Unique)
- 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
- Flexibility to apply AI engineering practices across multiple platforms not limited to Guidewire
Education & Experience
- Bachelors degree in computer science or related discipline (or equivalent experience)
- Typically 8 years of software engineering experience including:
- Demonstrated experience in:
- AI-assisted development / developer productivity transformation
- Technical leadership architecture or team enablement roles
- Experience in enterprise platforms or insurance domain is a plus
- Prior exposure to Guidewire implementations preferred but not required
#LI-KJ1 #LI-HYBRID
In certain jurisdictions CNA is legally required to include a reasonable estimate of the compensation for this District of Columbia California Colorado Connecticut Illinois Maryland Massachusetts New York and Washington the national base pay range for this job level is $72000 to $141000 determinations are based on various factors including but not limited to relevant work experience skills certifications and location. CNA offers a comprehensive and competitive benefits package to help our employees and their family members achieve their physical financial emotional and social wellbeing goals. For a detailed look at CNAs benefits please visit.
CNAutilizesAI-enabled technology during the recruiting process. For more information please visitourcareers page.
CNA is committed to providing reasonable accommodations to qualified individuals with disabilities in the recruitment process. To request an accommodation please contact
Required Experience:
Senior IC
About Company
CNA provides insurance solutions to more than 1 million businesses and professionals worldwide. With more than 100 years of industry experience, CNA has earned a reputation as one of the most trusted commercial insurance companies in the business. We’re a powerful legacy built on expe ... View more
