JOB DESCRIPTION
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 providing a high level of expertise in systems analysis and design, application development and/or integration, and testing of complex systems applications to support business needs. Provides guidance to others informally and formally leads teams on a project and/or program. The focus of this position will be leading, architecting, designing, developing or integrating business applications.
Essential Duties & Responsibilities
- 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 Guidewire InsuranceSuite and Digital Solutions
- Mentor and develop engineers, fostering a culture of continuous learning, innovation, and AI-driven excellence
Reporting Relationship: Typically Director 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 Guidewire InsuranceSuite and Digital
Exposure to Guidewire Cloud Platform and integration patterns
Understanding of P&C insurance domain
Experience with Guidewire Jutro Digital 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