CNA Financial Corporation

Senior AI Engineer - Guidewire

CNA Financial Corporation$72K — $141K *
Finance & Insurance
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor’s degree in computer science or related discipline (or equivalent experience)
  • 8+ years of software engineering experience
  • Proven experience in AI-assisted development and productivity transformation
  • Hands-on experience with AI tools like GitHub Copilot and Claude
  • Strong knowledge of cloud-native architecture and microservices

Responsibilities

  • Define and drive the AI-first engineering vision across development teams
  • Lead and mentor engineering teams in effective AI tool usage
  • Establish governance models to ensure quality of AI-generated code
  • Architect and deliver scalable, cloud-native API-driven solutions
  • Guide teams in building production-grade applications using modern principles

Benefits

  • Opportunity to influence engineering culture and standards
  • Hands-on leadership role across various platforms
  • Focus on AI transformation to enhance productivity
  • Flexibility in applying AI practices beyond Guidewire
  • Collaborative environment with cross-functional teams
Full Job Description
We are looking for a Senior AI Engineer to drive adoption of AI-first software delivery practices across enterprise platforms. This role is responsible for designing, guiding, and delivering AI-enabled, cloud-native solutions, while enabling teams to effectively leverage AI-assisted engineering tools to improve productivity, quality, and speed of delivery. This is a hands-on leadership role that combines strong engineering fundamentals with the ability to set vision, establish standards, and mentor teams in adopting AI-driven development practices. Experience with Guidewire platform and insurance domain is a strong plus. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of dutiesin accordance withdepartmental guidelines: • Define and drive the AI-first engineering vision and strategy across development teams, promoting adoption of AI-assisted development practices • Lead and mentor engineering teams in using AI tools (e.g., GitHub Copilot, Claude, Developer Assistants) effectively and responsibly • Establish governance models and best practices for AI-assisted development, ensuring quality, security, compliance, and maintainability of generated code • Apply strong engineering judgment to review, validate, and standardize AI-generated outputs • Architect and deliver scalable, cloud-native and API-driven solutions across enterprise platforms • Guide teams in building production-grade applications using modern engineering principles (microservices, event-driven architecture, CI/CD) • Enable teams to accelerate development through: • AI-assisted coding, testing, and debugging • Automation frameworks and reusable patterns • Improved developer experience and tooling • Collaborate with business, product, architecture, and platform teams to align AI-driven solutions with business outcomes • Drive integration strategies across enterprise systems using API-first and event-driven approaches • Provide technical oversight and leadership for complex programs and cross-functional initiatives • Lead adoption of modern engineering practices, including automation, observability, and test-driven development • Evaluate and recommend emerging technologies in AI, automation, and developer productivity • Support production readiness, troubleshooting, and continuous improvement of application performance and reliability • (Preferred domain responsibility) Contribute to or guide implementations involving GuidewireInsuranceSuiteand Digital Solutions • Mentor and develop engineers, fostering a culture of continuous learning, innovation, and AI-driven excellence May performadditionalduties as assigned. Reporting Relationship TypicallyDirector or above Skills, Knowledge & Abilities AI Engineering & Leadership • Proven experience driving AI-assisted development practices at scale • Hands-on experience with tools such as Claude, GitHub Copilot, Cursor, or similar • Strong ability to evaluate and govern AI-generated code • Demonstrated ability to define standards, frameworks, and best practices • Experience mentoring teams and enabling AI adoption across engineering organizations • Strong understanding of secure coding and compliance in AI-enabled environments Architecture & Modern Engineering • Strong expertise in cloud-native architecture, microservices, and distributed systems • Experience with API-first, integration, and event-driven architectures • Proven ability to build scalable, production-grade applications • Familiarity with DevOps, CI/CD, and automation frameworks Technical Skills • Full-stack development expertise (Java/J2EE or similar stack, microservices, UI frameworks) • Strong knowledge of API design, integration platforms, and web services • Excellent problem-solving and decision-making skills Guidewire & Domain (Preferred / Nice to Have) • Experience with GuidewireInsuranceSuiteand Digital • Exposure to Guidewire Cloud Platform and integration patterns • Understanding of P&C insurance domain • Experience with GuidewireJutroDigital Platform (JDP) is a plus Soft Skills • Strong leadership, communication, and stakeholder management skills • Ability to influence without authority and drive change across teams • Strong collaboration across distributed and cross-functional teams Role Differentiators (What Makes This Role Unique) • Focuses on AI-first engineering transformation, not just development • Combines hands-on engineering with leadership and vision-setting • Enables organization-wide productivity gains using AI tools • Opportunity to influence engineering culture, standards, and delivery model • Flexibility to apply AI engineering practices across multiple platforms, not limited to Guidewire Education & Experience • Bachelor’s degree in computer science or related discipline (or equivalent experience) • Typically, 8+ years of software engineering experience, including: Demonstrated experience in: • AI-assisted development / developer productivity transformation • Technical leadership, architecture, or team enablement roles • Experience in enterprise platforms or insurance domain is a plus • Prior exposure to Guidewire implementations preferred but not required #LI-KJ1 #LI-HYBRID

About CNA Financial Corporation

CNA Financial Corporation provides commercial property and casualty insurance products primarily in the United States. It offers professional liability coverages and risk management services to various professional firms, including architects, real estate agents, and accounting and law firms; directors and officers, employment practices, fiduciary, and fidelity coverages to small and mid-size firms, public and privately held firms, and not-for-profit organizations; and commercial property, general liability, cyber liability, umbrella, and excess liability, as well as various other property and casualty coverages for healthcare institutions, professional services firms, and other specialized industries. The company also provides warranty and service contracts for consumer goods, and extended service contracts for consumer automobiles and recreational vehicles; and accident and health, and group life insurance products. In addition, it offers management and professional liability insurance and risk management services, as well as other specialized property and casualty coverages to various healthcare organizations, including hospitals, physician groups, and nursing homes. The company markets its products through independent agents, brokers, and general underwriters to various customers, including small, medium, and large businesses; insurance companies; associations; and other industry groups. CNA Financial Corporation was founded in 1853 and is headquartered in Chicago, Illinois.
Learn more about CNA Financial Corporation
Size
5,600 employees
Market Cap
$11.2 billion
Industry
Net Income
$690 million
Founded
1973
5 Year Trend
+4.7%
Revenue
$10.8 billion
NASDAQ

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