# Principal AI Engineer

Hiring organization: [CNA Financial](https://career.thegoodapps.co/organizations/cna-financial)

Canonical page: https://career.thegoodapps.co/jobs/f516f07d-e85e-48f0-bacd-a35bcd625301

Listed on CNA Financial's own careers site. Applications go to them directly.

- Seniority: Principal
- Location: Chicago, IL
- Salary: 97000 – 189000 USD per year

## Summary

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._

## Skills named

Context Engineering, Cursor AI, GitHub Actions, GitHub Copilot, Infrastructure as Code, Kubernetes, Prompt Engineering, Terraform

## 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

Apply on CNA Financial's site: https://cna.wd1.myworkdayjobs.com/en-US/CNA_Careers/job/Chicago-IL-USA/Principal-AI-Engineer_R-7306