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Senior AI Software Engineer

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: CNA Financial
Full Time position
Listed on 2026-10-22
Job specializations:
  • Software Development
    AI Engineer (Applied/Software), Backend Developer
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. 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.

JOB DESCRIPTION:

Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines:

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 AIDevelop 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.

Reporting Relationship Typically, Director or above

Skills, Knowledge & Abilities Strong programming skills in Java, Python, Type Script, FastAPI, Spring Boot for APIs and services.

Experience using AI-enabled development tools such as Git Hub 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, Big Query, 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, Git Hub, and Git Hub Actions.

Strong analytical, problem-solving, and communication skills

Experience with SQL/No

SQL 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.

Preferred insurance industry knowledge.

Education & Experience 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…
Position Requirements
10+ Years work experience
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