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CNA Financial

System Architect Director - AI Innovation

CNA Financial

Chicago, IL · Director

$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

This director-level role leads AI innovation architecture and delivery across enterprise programs, building teams to develop scalable AI solutions from prototype through production. It suits experienced software architects with deep generative AI expertise, strong people leadership skills, and hands-on ability to drive adoption of agentic systems in regulated environments.

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

Skills this role names

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What they ask for

Required

  • Bachelor's degree in computer science, IT, engineering, or equivalent
  • 10+ years in software engineering and technical delivery with large-scale distributed systems
  • 5+ years in system/solution architecture
  • 5+ years managing and mentoring technical teams
  • Hands-on expertise in Python, AI, and cloud platforms including GCP
  • Deep knowledge of generative AI and LLM solution patterns
  • Agentic system design capability including orchestration and safe autonomy controls
  • Knowledge grounding and retrieval systems expertise
  • Responsible AI, security, and compliance-by-design practices
  • SAFe leadership experience

Nice to have

  • Master's degree in AI, Machine Learning, Data Science, or Software Engineering
  • Experience in consulting and regulated domains like insurance or financial services

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