Senior AI Software Engineer

CNA Financial

Confirmed live today High trust
Hybrid

Quick summary

Work type
Hybrid
Location
Chicago, IL
Salary
$72,000–$141,000 / yr
Employment
Full-time
Posted
12 days ago
Freshness
Confirmed live today

Market check

Salary context

Below market

How this pay compares to similar roles

Similar $170k
This role $106k
$54k most similar roles pay here $240k

This role pays less than 99% of similar roles. Most pay $149,500–$191,500 — the shaded band above. At the midpoint, this role pays about $106k versus about $170k for comparable roles.

Based on 240 similar postings.

Employer

About CNA Financial

CNA Financial is a Chicago-based commercial property and casualty insurance company, offering business insurance and risk-management services to companies across the United States and internationally.

CNA Financial currently has 14 open roles on FindRole.

Listed pay typically runs $97,000–$189,000 across 12 roles with salary data.

Most-posted roles

View all roles at CNA Financial

At a glance

TL;DR · Senior AI Software Engineer

As a Senior AI Software Engineer on the Developer Experience platform team, you will design, build, and operate an AI-native software delivery platform across five capability domains: FeedBack, Enterprise Enablement, Build & Delivery, Safety/Application Security, and App Accelerator. You will develop AI agentic SDLC workflows to automate code generation, PR reviews, and vulnerability remediation while managing the Internal Developer Platform and CI/CD pipelines. Key responsibilities include implementing evaluation frameworks for agentic systems, driving supply-chain security via SBOM integration, and managing feature flags for progressive delivery. You will utilize tools such as GitHub Actions, ArgoCD, Harness, Datadog, Veracode, SonarCloud, and JFrog Xray. The role focuses on solving the challenge of accelerating developer workflows to move applications from template selection to pre-production in under ten minutes within a regulated enterprise environment.

What you'll do

  • Own and evolve the Internal Developer Platform (IDP) to provide self-service catalogs and "golden-path" onboarding workflows.
  • Architect and operate end-to-end CI/CD/CT pipelines using GitHub Actions, ArgoCD, and Harness for reliable software delivery.
  • Build event-driven AI agentic SDLC workflows to automate code generation, PR reviews, test authoring, and vulnerability remediation.
  • Implement evaluation frameworks and guardrails to ensure AI agents remain safe, accurate, and auditable within the development lifecycle.
  • Drive supply-chain security by integrating SBOM generation, container image hardening, and automated policy gates into delivery pipelines.
  • Manage feature flag platforms and progressive delivery strategies, including canary patterns and kill-switches for production safety.
  • Embed observability tools to monitor DORA metrics and build performance dashboards for engineering teams.
  • Mentor engineers and serve as a technical consultant on platform adoption, AI agentic patterns, and delivery best practices.

What we're looking for

  • Bachelor's degree in Computer Science or related discipline, or equivalent work experience.
  • Minimum of 7 years of platform and software engineering experience, including ownership of enterprise CI/CD pipelines in a regulated industry.
  • Experience building or operating an Internal Developer Platform with self-service catalogs and golden-path scaffolding.
  • Proficiency using AI coding tools to build guardrails and adoption patterns within an AI-native SDLC.
  • Experience designing event-driven AI agents for SDLC tasks and building evaluation frameworks for agentic systems.
  • Hands-on experience with CI/CD platforms (GitHub Actions, ArgoCD, Harness), feature flags, and observability tools (Datadog, Dynatrace, or Elastic).
  • Expertise in supply-chain security, SBOM integration, and SAST/DAST tooling within enterprise pipelines.
  • Insurance or financial services background; security-as-code, OPA/Rego policy authoring, or relevant certifications (preferred).

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