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CNA Financial

Principal AI Engineer

CNA Financial

Chicago, IL · Principal

$97,000 – $189,000

Listed on CNA Financial’s own careers site. You apply with them directly — we never stand between you and the employer.

What this role is

A senior technical leadership role building AI-native development infrastructure and platforms that enable engineering teams to integrate AI tools like Claude and Copilot into their software delivery workflows. This suits experienced engineers who want to shape AI engineering practices across a large organization while mentoring others and operating at the intersection of AI systems, developer experience, and enterprise security.

Our summary, not CNA Financial’s wording. The full posting is on their site.

What they ask for

Required

  • 9+ years software engineering experience
  • 6+ years application development
  • 2+ years building or operating AI-augmented tools, agentic systems, or developer platforms
  • Hands-on production experience with LLM-based engineering tools
  • Expert knowledge of agentic coding workflows and multi-agent orchestration
  • Deep understanding of modern software delivery lifecycle
  • Expert-level CI/CD platform design and operation
  • Strong application security engineering knowledge
  • Ability to design developer platforms serving hundreds of engineers
  • Bachelor's degree in Computer Science, AI/ML, or related field

Nice to have

  • Master's degree in Computer Science, AI/ML, or related field
  • Experience designing and scaling inner-source or platform engineering programs
  • Cloud platform certifications (GCP, AWS)
  • AI/ML certifications
  • Security certifications

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