CNA Insurance

CNA Insurance

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CNA Insurance

Senior AI Software Engineer

CNA InsuranceChicago, IllinoisFull-time
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Compensation$90K - 150K a year

Design and operate AI-native software delivery platforms and lead autonomous agentic SDLC workflows embedding AI assistance. | 7+ years platform engineering experience with enterprise CI/CD pipelines in regulated industries, proficiency in AI coding tools, Internal Developer Platforms, and security-focused delivery. | 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. Senior individual contributor on the Developer Experience (DevX) platform team, responsible for designing, building, and operating an AI-native software delivery platform across five capability domains: FeedBack (AI intelligence, observability, DORA metrics), Enterprise Enablement (Internal Developer Portal, golden-path onboarding), Build & Delivery (CI/CD/CT, GitHub Actions, ArgoCD, Harness), Safety / Application Security (Veracode, SonarCloud, JFrog Xray, supply-chain security), and App Accelerator (container base images, dev containers, starter app templates). Leads the development of AI agentic SDLC workflows — autonomous and human-in-the-loop agents that accelerate code generation, PR review, test authoring, vulnerability remediation, and deployment across engineering teams — in direct support of the platform's north-star goal of taking a developer from template selection to a running pre-production application in 10 minutes or less. Acts as a force multiplier for DevX, partnering with platform, security, container, and product engineering to embed AI assistance into every stage of the SDLC. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Own and evolve the Internal Developer Platform (Harness IDP) — self-service catalog, scaffolding templates, and golden-path workflows targeting the platform's north-star goal: developer selects a template and has an application deployed to pre-production in 10 minutes or less. Architect and own CI/CD/CT pipelines on GitHub Actions, ArgoCD, and Harness across the Build & Delivery domain; design for reliability, security, and progressive delivery — able to design and operate end-to-end, not just configure. Design and build AI agentic SDLC workflows: event-driven agents that autonomously perform code generation, PR review, test authoring, Veracode vulnerability auto-remediation, SonarCloud gate enforcement, and release orchestration across the delivery pipeline. Implement evaluation frameworks for agentic systems (Arize, Phoenix, or equivalent) — define ground truth datasets, regression suites, guardrails, and online/offline evals to ensure AI agents operating inside the SDLC remain safe, accurate, and auditable. Drive supply-chain security inside the Application Security domain: integrate SBOM generation (JFrog Xray, Syft, or Anchore) into delivery pipelines, contribute to the Binary Authorization and container image hardening initiative for Kubernetes workloads, and design automated policy gates and remediation flows. Contribute to the App Accelerator domain — maintain and evolve container base images, dev container definitions, and starter app templates so that golden-path scaffolded applications are current, secure, and ready for AI-assisted development from day one. Operate feature flag and progressive-delivery platforms (LaunchDarkly, Unleash, GCP-native, or equivalent); design kill-switches, canary patterns, and safe rollout strategies that protect production while enabling continuous delivery. Embed observability (Datadog, Dynatrace, Elastic, or equivalent) into platform services and delivery pipelines across the FeedBack domain; own DORA metric instrumentation (deployment frequency, lead time, change failure rate, MTTR) and Application Health dashboards used to measure engineering performance. Champion adoption of AI coding assistants (Claude Code, Cursor, GitHub Copilot) in an AI-native SDLC; build the guardrails, prompt patterns, and developer workflows that make AI-assisted development repeatable and safe at enterprise scale; contribute to the Code Quality as a Service offering alongside Veracode and SonarCloud. Mentor engineers across the DevX and App Accelerator teams; act as a technical consultant for platform adoption, agentic AI patterns, and delivery best practices. Partner with security, infrastructure, architecture, and product engineering counterparts on platform direction, roadmap, and architectural standards; represent DevX in cross-team initiatives spanning container governance, GitHub security controls, and CI/CD policy. May perform additional duties as assigned. Reporting Relationship Typically Director or above Skills, Knowledge & Abilities Required 7+ years in platform engineering with deep CI/CD pipeline ownership in a regulated, enterprise-scale environment (insurance, financial services, or equivalent). Hands-on with GitHub Actions, ArgoCD, Harness, or comparable CD platforms — able to design and operate end-to-end, not just configure. Proficient using AI coding tools (Claude Code, Cursor, GitHub Copilot, or equivalent) in an AI-native SDLC workflow; experience building guardrails and adoption patterns for these tools at team or enterprise scale. Direct experience building or operating an Internal Developer Platform (Harness IDP, Backstage, Port) with a self-service catalog, golden-path scaffolding, and measurable time-to-value metrics (e.g., time to first deployment). Feature flags and progressive-delivery experience (LaunchDarkly, Unleash, GCP-native, or equivalent) including kill-switch design and canary rollout patterns. SBOM and supply-chain integration experience (JFrog Xray, Syft, Anchore) inside a delivery pipeline, including Binary Authorization or equivalent container image hardening and policy-gate design. Hands-on with observability platforms (Datadog, Dynatrace, Elastic, or equivalent); able to instrument DORA metrics, define SLOs, and build actionable engineering-performance dashboards. Familiarity with SAST/DAST tooling (Veracode, SonarCloud, or equivalent) in an enterprise pipeline context — ideally including automated triage or remediation workflows. Experience designing and building event-driven AI agents that autonomously complete SDLC tasks, and building evals for agentic systems using Arize, Phoenix, or equivalent. Strong analytical and problem-solving skills; excellent communication and interpersonal skills; able to work effectively with engineers, IT leadership, security, and business stakeholders. Demonstrated ability to lead platform initiatives, drive cross-team adoption, and mentor engineers. Preferred Insurance or financial-services industry background; familiarity with regulatory and compliance requirements for software delivery. Experience with security-as-code, OPA/Rego policy authoring, or compliance-automation pipelines (e.g., GitHub governance at scale, branch protection policy-as-code). Hands-on with container base image pipelines, dev container standards, or starter app template frameworks. Open-source contributions to platform engineering, developer tooling, or AI-agent projects. ​ Education & Experience Bachelor's degree in Computer Science or related discipline, or equivalent work experience. Minimum of 7 years of platform and software engineering experience, including direct ownership of enterprise CI/CD pipelines in a regulated industry. Previous technical leadership experience on platform, developer-tooling, or AI-engineering initiatives. Applicable certifications preferred (e.g., GitHub Actions, Kubernetes, cloud provider, or Harness certifications). #LI-KJ1 #LI-HYBRID In certain jurisdictions, CNA is legally required to include a reasonable estimate of the compensation for this role. In District of Columbia, California, Colorado, Connecticut, Illinois, Maryland, Massachusetts, New York and Washington, the national base pay range for this job level is $72,000 to $141,000 annually. Salary determinations are based on various factors, including but not limited to, relevant work experience, skills, certifications and location. CNA offers a comprehensive and competitive benefits package to help our employees – and their family members – achieve their physical, financial, emotional and social wellbeing goals. For a detailed look at CNA’s benefits, please visit cnabenefits.com. CNA utilizes AI-enabled technology during the recruiting process. For more information, please visit our careers page. CNA is committed to providing reasonable accommodations to qualified individuals with disabilities in the recruitment process. To request an accommodation, please contact leaveadministration@cna.com

Software Development
API Design & Integration
System Architecture
Direct Apply
Posted 1 day ago
CNA Insurance

Senior Software Engineer, AI/ML

CNA InsuranceChicago, IllinoisFull-time
View Job
Compensation$85K - 150K a year

Develop and implement AI application solutions using Google Vertex AI and LLMs, collaborating with clients to ensure scalability and reliability. | Bachelor's degree and 4+ years application development experience with senior Python proficiency and expertise in LLM frameworks. | 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. We are looking for a highly skilled Senior Python AI Developer with deep expertise in building intelligent agents using Google Vertex AI, particularly with Gemini or OpenAI models. The ideal candidate has a strong foundation in Large Language Models and understands how they work under the hood, combined with experience in evaluating model performance through structured testing methodologies. This role requires proficiency in the technical aspects of agent development while adhering to best practices in prompt engineering, context filtering, and security-aware prompting. The candidate should also have hands-on experience with modern agent frameworks and observability tools, ensuring robust, scalable, and reliable AI solutions. JOB DESCRIPTION: Essential Duties & Responsibilities: Performs a combination of duties in accordance with departmental guidelines: Evaluates defined client area requirements and processes (e.g., new enhancements or maintenance) and detailed designs and develops moderate to complex application program solutions. Ensures quality of application solutions by performing code review with peers, creating documentation, implementing code, verifying program logic, performing defect root cause analysis, and completing unit and integration testing. Participates in systems testing with other IT staff. Assists with the high level design of solutions. Consults with the client area to analyze system requirements and capabilities, identify associated risks, and resolve problems. May act as a liaison between clients and applications area. Researches and evaluates new and/or alternative solutions, and recommends the most efficient and cost effective solution for the systems/program design and develops system specifications and procedures. May include integrating vendor applications and consulting resources into existing applications and resources. In conjunction with operations area technical staff, supports the implementation of the application into production and testing environments. May confer with technical personnel to identify and resolve issues. Reporting Relationship: Typically Manager or above Skills, Knowledge and Abilities Key Required Skills & Experience: Senior-level proficiency in Python, with experience in AI/ML development Strong understanding of Large Language Models (LLMs) and their operational mechanics Experience developing AI Agents on Google Vertex AI using Gemini or OpenAI Expertise in Prompt Engineering Best Practices Hands-on experience with: Google Agent Development Kit LangChain and LangGraph Knowledge of Context Filtering and Prompting Security Best Practices Familiarity with observability and debugging tools: LangSmith LangFuse Phoenix or Arize Experience with Eval AI Testing and model evaluation workflows Education and Experience 1. Bachelor's degree in Computer Science, or related discipline, or equivalent work experience. 2. Typically a minimum four years of application program development experience. 3. Applicable certificates preferred. #LI-MR1 #LI-Hybrid In certain jurisdictions, CNA is legally required to include a reasonable estimate of the compensation for this role. In District of Columbia, California, Colorado, Connecticut, Illinois, Maryland, Massachusetts, New York and Washington, the national base pay range for this job level is $72,000 to $141,000 annually. Salary determinations are based on various factors, including but not limited to, relevant work experience, skills, certifications and location. CNA offers a comprehensive and competitive benefits package to help our employees – and their family members – achieve their physical, financial, emotional and social wellbeing goals. For a detailed look at CNA’s benefits, please visit cnabenefits.com. CNA utilizes AI-enabled technology during the recruiting process. For more information, please visit our careers page. CNA is committed to providing reasonable accommodations to qualified individuals with disabilities in the recruitment process. To request an accommodation, please contact leaveadministration@cna.com

Python
AI/ML Development
Large Language Models
Direct Apply
Posted about 2 months ago

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