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01460 Continental Casualty Company

Senior AI Engineer - Java

151 N Franklin St Floor 9, Chicago, IL 60606

Full-time · $72k–$141k (as posted)

First seen by offpeak October 4, 2026

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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: 

May perform additional duties as assigned. 

Reporting Relationship 

Typically Director or above 

Skills, Knowledge & Abilities 

AI Engineering & Leadership 

Architecture & Modern Engineering 

Technical Skills 

Guidewire & Domain (Preferred / Nice to Have) 

Soft Skills 

Role Differentiators (What Makes This Role Unique) 

Education & Experience 

#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 leaveadministration@cna.com

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