Top 17 Guidewire technical Jobs in Chicago, Il

Senior AI Engineer - Guidewire
CNA Insurance —Chicago, IL
- $72,000 - $141,000 a year
- Full-time
- Hybrid work
- Computer science
- 8 years
- Experience equivalent to degree accepted
Senior Business Analyst - Onsite
Genesis10 —Chicago, IL
- $60 - $65 an hour
- Contract
- Office
- 3 years
- Mentoring
- Commuter assistance
- Health savings account
Quick Apply
Guidewire Technical Lead, Senior Manager
PwC —Chicago, IL
- $124,000 - $280,000 a year
- Full-time
- 7 years
- System design
- Bachelor's degree
- Paid holidays
- Health insurance
Guidewire Technical Architect
Deloitte —Chicago, IL
- $107,600 - $198,400 a year
- Full-time
- Azure
- Oracle
- Up to 50% travel
Guidewire Developer, Senior Associate
PwC —Chicago, IL
- $77,000 - $202,000 a year
- Full-time
- Bachelor's degree
- Travel
- Mentoring
- Paid holidays
- Health insurance
Guidewire Architect
Deloitte —Chicago, IL
- $116,200 - $229,100 a year
- Full-time
- Azure
- Oracle
- Up to 50% travel
Agentic Solutions Consultant (Insurance SaaS)
EvolutionIQ —Chicago, IL
- $225,000 a year
- 5 years
- Senior level
- Communication skills
- Paid parental leave
- AD&D insurance
Quick Apply
Guidewire PolicyCenter Sr Developer
Deloitte —Chicago, IL
- $116,200 - $229,100 a year
- Full-time
- Azure
- Oracle
- Up to 50% travel
Guidewire Developer
Capgemini —Chicago, IL
- $80,000 - $95,399 a year
- Full-time
- Computer science
- Azure
- Data analysis skills
- Paid holidays
- Disability insurance
19h
Guidewire Developer
Capgemini Sogeti —Chicago, IL
- $80,000 - $95,399 a year
- Full-time
- Computer science
- Azure
- Data analysis skills
- Paid holidays
- Disability insurance
1d
Senior Java Engineer – Guidewire Insurance Now
Berkley —Chicago, IL
- $79,000 - $138,000 a year
- Full-time
- Hybrid work
- Computer Science
- System design
- Office
- Profit sharing
- Paid parental leave
Data Steward: Personal Lines Product, Pricing and Underwriting data domain
Liberty Mutual —Chicago, IL
- $120,000 - $225,000 a year
- Full-time
- Hybrid work
- 7 years
- Office
- Master's degree
8d
P&C Core Insurance Transformation Engagement Director
Capgemini —Chicago, IL
- Full-time
- Hybrid work
- HIPAA
- Master's degree
- Bachelor's degree
- Health insurance
- Paid time off
Quick Apply
Guidewire Developer-ClaimCenter
Kemper Insurance —Chicago, IL
- $89,000 - $148,100 a year
- Full-time
- Remote
- Computer Science
- System design
- 8 years
- Health insurance
- Dental insurance
Quick Apply

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Solutions Engineer/Technical Lead, Software (Guidewire Policy Center)
Liberty Mutual —Columbus, OH
Comprehensive knowledge of technology concepts, business operations, system architecture, design and development tools, and technical standards.
$137,000 - $257,000 a year
Guidewire Technical Architect
Deloitte —Columbus, OH
You will set technical strategy and standards, lead requirements-to-architecture decisions, design and validate solution prototypes, and guide build, testing,…
$107,600 - $198,400 a year

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guidewire technical jobs near chicago, il

Senior AI Engineer - Guidewire

CNA Insurance -
Chicago, IL

Apply Now

Job Details

Full-time
$72,000 - $141,000 a year

Qualifications

Computer science
8 years
Senior level
Leadership
Communication skills

Full 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.

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 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.

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]

Apply Now

Refine Your Search

guidewire technical jobs in chicago, il

Senior AI Engineer - Guidewire

Senior Business Analyst - Onsite

Guidewire Technical Lead, Senior Manager

Guidewire Technical Architect

Guidewire Developer, Senior Associate

Guidewire Architect

Agentic Solutions Consultant (Insurance SaaS)

Guidewire PolicyCenter Sr Developer

Guidewire Developer

Guidewire Developer

Senior Java Engineer – Guidewire Insurance Now

Data Steward: Personal Lines Product, Pricing and Underwriting data domain

P&C Core Insurance Transformation Engagement Director

Guidewire Developer-ClaimCenter

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