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Guidewire Engineer Jobs

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4d ago

Senior AI Engineer - Guidewire

CNA Insurance Chicago, IL

Chicago, IL

4d ago

$72k - $141k/yr Full time Ai Assisted Engineering Ai Workflows Artificial Intelligence

Apply Now

Job Description

Senior AI Engineer to lead AI-first engineering across CNA's enterprise platforms with hands-on leadership, governance, and delivery of scalable AI enabled solutions; Guidewire experience is preferred.

Location: Chicago, IL (hybrid) • Salary: USD 72,000 - 141,000 per year

Responsibilities

Define and drive an AI-first engineering strategy across development teams, promoting AI-assisted development adoption
Lead and mentor engineering teams in using AI tools such as GitHub Copilot, Claude, and 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, API-driven solutions across enterprise platforms
Guide teams in building production-grade applications using modern principles including microservices, event-driven architecture, and CI/CD
Enable teams to accelerate development through AI-assisted coding, testing, and debugging
Accelerate development through automation frameworks and reusable patterns
Improve developer experience and tooling to speed delivery
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
Contribute to or guide implementations involving Guidewire InsuranceSuite and Digital Solutions (preferred)
Mentor and develop engineers, fostering a culture of continuous learning, innovation, and AI-driven excellence
May perform additional duties as assigned

Requirements

Proven experience driving AI-assisted development practices at scale
Hands-on experience with Claude, GitHub Copilot, Cursor, or similar tools
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
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
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

Technologies

GitHub Copilot
Claude
Cursor
Developer Assistants
Guidewire InsuranceSuite
Guidewire Cloud Platform
Guidewire Jutro Digital Platform (JDP)
Java/J2EE

Reporting Relationship

Typically reports to Director level or higher

Education & Experience

Bachelor’s degree in computer science or related discipline (or equivalent experience)
Typically 8+ years of software engineering experience, including AI-assisted development and developer productivity transformation
Technical leadership, architecture, or team enablement experience
Experience in enterprise platforms or insurance domain is a plus
Prior exposure to Guidewire implementations preferred but not required

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)

Experience with Guidewire InsuranceSuite and Digital Solutions
Exposure to Guidewire Cloud Platform and integration patterns
Understanding of P and C insurance domain
Experience with Guidewire Jutro Digital Platform (JDP) is a plus

Soft Skills

Strong leadership, communication, and stakeholder management abilities
Ability to influence without authority and drive cross-team change
Collaborative approach across distributed and cross-functional teams

Role Differentiators

Focuses on AI-first engineering transformation, not just development
Combines hands-on engineering with leadership and strategic vision
Drives organization-wide productivity gains through AI tooling and practices
Opens opportunities to shape engineering culture, standards, and delivery models
Flexible to apply AI engineering practices across multiple platforms beyond Guidewire

View full job page →

4d ago

Senior AI Engineer - Guidewire

CNA Insurance Chicago, IL

Chicago, IL

4d ago

$72k - $141k/yr Full time Ai Governance Artificial Intelligence Engineering

Apply Now

Job Description

Responsibilities

Define and drive the AI-first engineering vision and strategy across development teams, promoting AI-assisted development practices
Lead and mentor engineering teams in using AI tools effectively and responsibly, including GitHub Copilot, Claude, and Cursor
Establish governance models and best practices for AI-assisted development to ensure 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 microservices, event-driven architecture, and CI/CD
Accelerate development through AI-assisted coding, testing, debugging, automation frameworks, reusable patterns, and improved 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
Contribute to or guide implementations involving Guidewire InsuranceSuite and Digital Solutions (preferred)
Mentor and develop engineers, fostering a culture of continuous learning, innovation, and AI-driven excellence
May perform additional duties as assigned

Requirements

Proven experience driving AI-assisted development practices at scale
Hands-on experience with Claude, GitHub Copilot, Cursor, or similar tools
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
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
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
Experience with Guidewire InsuranceSuite and Digital
Exposure to Guidewire Cloud Platform and integration patterns
Understanding of the P&C insurance domain
Experience with Guidewire Jutro Digital Platform (JDP) is a plus
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

Technologies

GitHub Copilot
Claude
Cursor
Guidewire InsuranceSuite
Guidewire Digital Solutions
Guidewire Cloud Platform
Guidewire Jutro Digital Platform (JDP)
Java/J2EE
UI frameworks

Reporting Relationship

Typically Director or above.

AI Engineering & Leadership

Proven experience driving AI-assisted development practices at scale
Hands-on experience with 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

Experience with Guidewire InsuranceSuite and Digital
Exposure to Guidewire Cloud Platform and integration patterns
Understanding of the 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

Focuses on an AI-first engineering transformation, not merely development
Combines hands-on engineering with leadership and vision-setting
Enables organization-wide productivity gains through AI tooling
Opportunity to influence engineering culture, standards, and delivery models
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 AI-assisted development or developer productivity transformation
Experience in technical leadership, architecture, or team enablement roles
Experience in enterprise platforms or the insurance domain is a plus
Prior exposure to Guidewire implementations is preferred but not required

View full job page →

Guidewire Engineer Jobs

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