Top 7 Technical lead java/j2ee 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 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
Java Software Engineer
CCC Intelligent Solutions Inc. —Chicago, IL
- $84,723.57 - $120,000.00 a year
- Full-time
- Computer Science
- 5 years
- AWS
- Employee stock purchase plan
- Health insurance
Quick Apply
11d
MDM Solution Architect
MGIS —Chicago, IL
- $75 - $90 an hour
- Full-time
- Computer science
- Computer Science
- Bachelor's degree
Quick Apply
13d
Adobe Enterprise Architect
Capgemini —Berwyn, IL
- $82,082 - $193,440 a year
- Full-time
- Computer science
- Computer Science
- 5 years
- Paid holidays
- Disability insurance
Flex Developer
Radiss Tech Services —Chicago, IL
- 6 years
- Computer Science
- Analysis skills
Adobe Enterprise Architect
Capgemini Sogeti —Berwyn, IL
- $82,082 - $193,440 a year
- Full-time
- Computer science
- Computer Science
- 5 years
- Paid holidays
- Disability insurance

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Based on your search for technical lead java/j2ee

Senior AI Engineer - Guidewire
CNA Insurance —Chicago, IL
Individual contributor responsible providing a high level of expertise in systems analysis and design, application development and/or integration, and testing…
$72,000 - $141,000 a year
Senior AI Engineer - Guidewire
CNA Insurance —Chicago, IL
This role is responsible for designing, guiding, and delivering AI-enabled, cloud-native solutions, while enabling teams to effectively leverage AI-assisted…
$72,000 - $141,000 a year

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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.

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.

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

technical lead java/j2ee jobs in chicago, il

Senior AI Engineer - Guidewire

Senior AI Engineer - Guidewire

Java Software Engineer

MDM Solution Architect

Adobe Enterprise Architect

Flex Developer

Adobe Enterprise Architect

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