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