Senior AI Engineer - Guidewire

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. **JOB DESCRIPTION:** **Essential Duties & Responsibilities**  _Performs a combination of duties in accordance with departmental 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 Guidewire InsuranceSuite and Digital Solutions  * Mentor and develop engineers, fostering a culture of continuous learning, innovation, and AI-driven excellence  _May perform additional duties as assigned._  **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  #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](http://cnabenefits.com)._ CNA utilizes AI-enabled technology during the recruiting process. For more information, please visit our [careers page](https://www.cna.com/careers). CNA is committed to providing reasonable accommodations to qualified individuals with disabilities in the recruitment process. To request an accommodation, please contact [[email protected]](mailto:[email protected])