Senior AI Software Engineer

CNA Insurance • Chicago, IL

1d • $72,000 - $141,000 • Hybrid

About The Position

Individual contributor responsible for designing, building, and operationalizing AI-driven solutions that integrate seamlessly into enterprise systems. This role combines hands-on engineering, architecture, and governance, ensuring AI solutions are scalable, secure, compliant, and aligned with business objectives.

Requirements

• Strong programming skills in Java, Python, TypeScript, FastAPI, Spring Boot for APIs and services.
• Experience using AI-enabled development tools such as GitHub Copilot, Claude Code, Cursor, and MCPs.
• Experience with RAG (Retrieval-Augmented Generation) pipeline architecture and development.
• Experience with agentic system design for multi-step automation (single-agent and multi-agent), including orchestration, state and memory patterns, tool integration, and safe autonomy controls (permissions, approvals, and auditability).
• Experience with Google Cloud Platform (GCP), including services such as GKE, Cloud Storage, PostgreSQL, Pub/Sub, Secret Manager, BigQuery, and Vertex AI.
• Advanced knowledge of designing and building integration platforms, APIs, and web services.
• Experience with CI/CD automation using tools such as Docker, GKE, GitHub, and GitHub Actions.
• Strong analytical, problem-solving, and communication skills
• Experience with SQL/NoSQL data stores (modeling and query optimization)
• Automated testing experience (unit and integration)
• Working knowledge of React and front-end fundamentals (components, state, and API integration)
• Strong understanding of SRE and observability fundamentals (logs, metrics, traces) and how to use them to diagnose distributed system behavior
• In-depth knowledge of the system development life cycle and of system and application development technology alternatives.
• Experience working in high-performing Agile teams
• Excellent communication and interpersonal skills, with the ability to work effectively with peers, IT management and staff, and internal and external business partners and clients.
• Bachelor’s degree in computer science or related discipline, or equivalent work experience.
• Typically, a minimum of 7 years of systems analysis and application development experience, including 3+ years of experience building AI solutions.

Nice To Haves

• Preferred insurance industry knowledge.
• Applicable certifications preferred.

Responsibilities

• Design and build enterprise AI applications using LLMs, prompt workflows, RAG, and agent-based patterns
• Evaluate model quality, latency, cost, safety, and business effectiveness
• Implement responsible AI controls, observability, and governance for production AI systems
• Partner with architects, product owners, and business teams to identify and scale high-value AI use cases
• Convert prototypes into production-ready, reliable applications
• Enable automation of repeatable business processes using AI
• Develop APIs and microservices to expose AI capabilities
• Integrate AI solutions with enterprise platforms (claims, document systems, data platforms)
• Ensure scalability, resiliency, and cost optimization
• Implement test automation (unit, integration, end-to-end)
• Apply secure coding practices (OAuth, JWT, secrets management)
• Mentor engineers and guide AI best practices
• Collaborate with business units, IT, and vendors
• Evaluate emerging AI technologies and recommend solutions
• May perform additional duties as assigned.

Benefits

• Comprehensive and competitive benefits package to help our employees – and their family members – achieve their physical, financial, emotional and social wellbeing goals.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior