InsurancePond.com
  • Home
  • Post a Job
  • Resume Search
  • Job Seeker Products
  • Search Employers
  • Popular Job Searches
    • Remote
    • Hybrid
    • Internship
    • Trainee
    • Leadership Development
    • Underwriting
    • Workers' Compensation
    • I.T.
    • Risk Management
  • Blog
  • Sign in
  • Sign up
  • Home
  • Post a Job
  • Resume Search
  • Job Seeker Products
  • Search Employers
  • Popular Job Searches
    • Remote
    • Hybrid
    • Internship
    • Trainee
    • Leadership Development
    • Underwriting
    • Workers' Compensation
    • I.T.
    • Risk Management
  • Blog

Email me jobs like this

Email me jobs like this
Refine Search
Search within
50 miles
10 miles 20 miles 50 miles 100 miles 200 miles
Refine by Job Type
Full Time 40
Refine by City
Chicago 41
Refine by State
Illinois 42
senior ai engineer Chicago, IL

42 senior ai engineer jobs found in Chicago, IL

CNA
06/17/2026  
Senior AI Engineer - Guidewire
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...
CNA Chicago, IL Full Time
CNA
06/17/2026  
Senior AI Engineer - Guidewire
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...
CNA Chicago, IL Full Time
CNA
06/04/2026  
Senior AI Engineer
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 with experience of AI native platform development and responsible for platform adoption across a CNA engineering community. This role requires expertise in systems analysis and design, application development and/or integration, and testing of complex systems applications to support CNA engineering team needs. Providing 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 AI based engineering platforms applications in existing development and testing workflows. Preferred experience with background as SDET or deep experience with Testing tools...
CNA Chicago, IL Full Time
CNA
06/11/2026  
Senior Data AI Engineer
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.  Senior Data/AI Engineer is an individual contributor role responsible for designing, building, and modernizing production-grade data pipelines and data solutions across hybrid cloud and on-premise environments. The role applies expertise in AI-assisted development tools, strong engineering judgment, and modern data engineering practices to integrate structured, semi-structured, and unstructured data across complex enterprise ecosystems, leveraging both legacy platforms and cloud-native technologies to deliver scalable, secure, resilient, and high-quality solutions that improve speed to delivery, operational reliability, and business value. JOB DESCRIPTION: Essential Duties &...
CNA Chicago, IL Full Time
CNA
06/10/2026  
Senior Data AI Engineer
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.  A senior individual contributor role responsible for designing, building, and operationalizing end-to-end AI and machine learning solutions that accelerate CNA's migration to a modern cloud data lakehouse. The engineer works across structured and unstructured data domains — including documents, images, audio, and transactional records — to unlock analytical value through scalable pipelines, RAG architectures, vector databases, and knowledge graphs. This role may also provide guidance to others to support the building of complex technical capabilities. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines:...
CNA Chicago, IL Full Time
CNA
06/03/2026  
Senior Security Engineer Platform AI Security
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.  The Senior Security Engineer, Platform Security Tooling & AI is a hands-on technical contributor embedded within the Platform Security team, responsible for the implementation, operationalization, and ongoing optimization of selected AI security technologies across CNA's enterprise. This role is the primary driver of moving AI security tools from selection through full production deployment — ensuring they are effectively integrated, adopted, and sustained within CNA's security ecosystem. In addition to implementation ownership, this role leads comparative vendor analysis and technology vetting, delivering structured, evidence-based assessments that inform platform selection decisions....
CNA Chicago, IL Full Time
The Hartford
05/10/2026  
Senior AI Machine Learning Engineer
Sr Data Engineer - GE07BE We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.              The Hartford seeks a driven, team-focused Senior AI Machine Learning Engineer to build Machine Learning Operations (MLOps) services for the Customer Operations Data Science team. The Hartford is developing industry ‑ leading AI and machine learning capabilities to improve customer experience (CX) at scale. Within Customer Operations Data Science, we build modern AI products that optimize customer interactions across omnichannel journeys, supporting operational areas such as the Contact Center, Premium Audit, and Billing. As a Senior Machine Learning Engineer , you will play a critical role in designing, building, and operationalizing...
The Hartford Chicago, IL Full Time
CNA
04/06/2026  
Senior Software Engineer - AI/ML
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. Solid experience in AI/ML and GenAI application development, as well as experience in metrics. Preferred experience with background as SDET or deep experience with Testing tools like Playwright or Cypress etc. JOB DESCRIPTION: Essential Duties &...
CNA Chicago, IL Full Time
CNA
06/10/2026  
Senior AI Software Engineer
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.  Senior individual contributor on the Developer Experience (DevX) platform team, responsible for designing, building, and operating an AI-native software delivery platform across five capability domains: FeedBack (AI intelligence, observability, DORA metrics), Enterprise Enablement (Internal Developer Portal, golden-path onboarding), Build & Delivery (CI/CD/CT, GitHub Actions, ArgoCD, Harness), Safety / Application Security (Veracode, SonarCloud, JFrog Xray, supply-chain security), and App Accelerator (container base images, dev containers, starter app templates). Leads the development of AI agentic SDLC workflows — autonomous and human-in-the-loop agents that accelerate code generation,...
CNA Chicago, IL Full Time
CNA
06/09/2026  
Senior AI Software Engineer
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 for designing, building, and operationalizing AI-driven solutions that integrate seamlessly into enterprise systems. This role combines hands-on engineering, architecture, and governance, ensuring AI solutions are scalable, secure, compliant, and aligned with business objectives. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Design and build enterprise AI applications using LLMs, prompt workflows, RAG, and agent-based patterns   Evaluate model quality, latency, cost, safety, and business effectiveness   Implement responsible AI...
CNA Chicago, IL Full Time
CNA
05/25/2026  
Senior AI Software Engineer
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. This position will focus on data transformation for our on premise applications to the cloud. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Evaluates complex client area...
CNA Chicago, IL Full Time
CNA
05/01/2026  
Senior Software Engineer, AI/ML
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 highly skilled Senior Python AI Developer with deep expertise in building intelligent agents using Google Vertex AI, particularly with Gemini or OpenAI models. The ideal candidate has a strong foundation in Large Language Models and understands how they work under the hood, combined with experience in evaluating model performance through structured testing methodologies. This role requires proficiency in the technical aspects of agent development while adhering to best practices in prompt engineering, context filtering, and security-aware prompting. The candidate should also have hands-on experience with modern agent frameworks and observability tools, ensuring robust,...
CNA Chicago, IL Full Time
Pet Partners Pet Insurance
06/18/2026  
Senior Engineer, Customer Web and Mobile Experience
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Job Summary   We are seeking a Senior Engineer to design, build, and ship high-quality features across our customer-facing web and mobile platforms. Reporting to the Senior Director, Customer Web and Mobile Experience, this role is a senior individual contributor who partners with product, design, and...
Pet Partners Pet Insurance Chicago, IL Full Time
Independence Pet Group
06/18/2026  
Senior Engineer, Customer Web and Mobile Experience
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Job Summary   We are seeking a Senior Engineer to design, build, and ship high-quality features across our customer-facing web and mobile platforms. Reporting to the Senior Director, Customer Web and Mobile Experience, this role is a senior individual contributor who partners with product, design, and...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
06/17/2026  
Principal Engineer, Customer Web and Mobile Experience
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Job Summary   We are seeking a Principal Engineer to serve as the senior-most individual contributor and technical leader for our customer-facing web and mobile platforms. Reporting to the Senior Director, Customer Web and Mobile Experience, this role sets the technical direction for the React and...
Pet Partners Pet Insurance Chicago, IL Full Time
Independence Pet Group
06/17/2026  
Principal Engineer, Customer Web and Mobile Experience
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Job Summary   We are seeking a Principal Engineer to serve as the senior-most individual contributor and technical leader for our customer-facing web and mobile platforms. Reporting to the Senior Director, Customer Web and Mobile Experience, this role sets the technical direction for the React and...
Independence Pet Group Chicago, IL Full Time
The Hartford
06/14/2026  
Senior Staff Software Engineer (with QE/ Automation Focus)
Senior Staff Software Engineer - IE07HE We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.              The Hartford is searching for a Sr Staff Software Engineer within the Personal Lines organization specializing in Quality Engineering and QA as we deliver on our strategic investment portfolio through our value streams. This role will serve as both a hands-on technical contributor and a strategic quality leader and is responsible for designing, building, and evolving quality engineering practices across a hybrid technology landscape that includes modern cloud-native platforms as well as vendor-based systems. The ideal candidate combines deep engineering expertise with strong leadership, influence, and a pragmatic approach to improving...
The Hartford Chicago, IL Full Time
Berkley
05/03/2026  
Senior Java Engineer – Guidewire Insurance Now
Company Details   Berkley One  is a modern insurance provider for a modern generation of affluence. We serve clients who live dynamic, adventurous lives and expect their insurance experience to match. Our mission is to deliver highly personalized risk and claims management through a blend of expert independent agents, cutting-edge digital tools, and the strength of the Berkley brand.   Why Join Us? At Berkley One, you’ll be part of a forward-thinking team that’s reimagining personal insurance. We’re building solutions that are as sophisticated and agile as the clients we serve—individuals and families who value innovation, simplicity, and exceptional service. You’ll collaborate with passionate professionals, leverage modern technology, and help shape the future of our industry. #LI-AV1 #LI-HYBRID What We Value A client-first mindset with a passion for delivering exceptional experiences Curiosity, creativity, and a drive to...
Berkley Chicago, IL
The Hartford
02/01/2026  
Technical Lead – Full Stack Developer
Senior Staff Software Engineer - IE07HE We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.              Join the Digital Enablement Value Stream team as a Technical Lead (Full Stack Developer). In this strategic role, you’ll be at the forefront of our modernization initiative, leading the transformation of our legacy portfolio of customer communication services onto AWS and industry leading platforms. You’ll collaborate with architects, product owners, and cross-functional teams to deliver innovative, scalable, and cloud-native enterprise solutions that enhance customer engagement and operational efficiency. Key Responsibilities Lead the design, development, and deployment of full stack solutions for customer communications,...
The Hartford Chicago, IL Full Time
CCC Intelligent Solutions
07/15/2026  
Senior Cloud Engineer - Azure
Salary range is: $106,277.25 - $165,000.00 This position is bonus and/or commission eligible. CCC Intelligent Solutions Inc. (CCC) is a leading cloud platform for the multi-trillion-dollar insurance economy , creating intelligent experiences for insurers, repairers, automakers, part suppliers, and more. At CCC, we’re making life just work by empowering more than 35,000 businesses with industry-leading technology to get drivers back on the road and to health quickly and seamlessly. We’re pushing boundaries with innovative AI solutions that simplify and enhance the claims and repair journey. Through purposeful innovation and the strength of its connections, CCC technologies empower the people and industry relied upon to keep lives moving forward when it matters most. Learn more about CCC at www.cccis.com .   The Role CCC Intelligent Solutions is seeking a Senior Cloud Engineer (Azure) to help design, build, secure, and operate our next-generation cloud platform. This...
CCC Intelligent Solutions Chicago, IL Full Time

 

  • Home
  • Contact
  • About Us
  • Terms & Conditions
  • OUR PROMISE TO GIVE BACK!
  • Employer
  • Post a Job
  • Search Resumes
  • Sign in
  • Advertise with Us!
  • Job Seeker
  • Find Jobs
  • Create Candidate Profile
  • Sign in
© 2026 Powered by InsurancePond.com                        Privacy Policy