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Senior AI Engineer - Java

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: CNA
Full Time position
Listed on 2026-09-21
Job specializations:
  • Software Development
    AI Engineer (Applied/Software), Software Architect
Salary/Wage Range or Industry Benchmark: 72000 - 141000 USD Yearly USD 72000.00 141000.00 YEAR
Job Description & How to Apply Below

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

Perform a combination of duties in accordance with departmental 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., 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 Suite and Digital Solutions
  • Mentor and develop engineers, fostering a culture of continuous learning, innovation, and AI-driven excellence
  • May perform additional duties as assigned. Reporting Relationship Typically Director 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, 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
  • 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 Dev Ops, CI/CD, and automation frameworks
  • Techni…
Position Requirements
10+ Years work experience
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