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Chicago senior systems engineer

18 senior systems engineer jobs found in Chicago

CCC Intelligent Solutions
03/02/2026  
Senior Backend Engineer – DPS Core & Data Engine Squad
Salary range is: $106,277.25 - $140,000.00 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 We are seeking a Senior Backend Engineer who is passionate about database modernization, performance optimization, and strategic refactoring of...
CCC Intelligent Solutions Chicago, IL, USA Full Time
Ascot Group
02/28/2026  
Business Intelligence Engineer
This is an opportunity to join Ascot Group - one of the world’s preeminent specialty risk underwriting organizations.   Designed as a modern-era company operating through an ecosystem of interconnected global operating platforms, we’re bound by a common mission and purpose: One Ascot. Our greatest strength is a talented team who flourishes in a collaborative, inclusive, and entrepreneurial culture, steeped in underwriting excellence, integrity, and a passion to find a better way, The Ascot Way.   The Ascot Way guides our people and our organization. Our underwriting platforms collaborate to find creative ways to deploy our capital in a true cross-product and cross-platform approach. These platforms work as one, deploying our capital creatively through our unique Fusion Model: Client Centric, Risk Centric, Technology Centric.   Built to be resilient, Ascot maximizes client financial security while delivering bespoke products and world class service — both pre- and...
Ascot Group Chicago, IL, USA Full Time
The Hartford
02/22/2026  
Sr. Staff Software Engineer (Java/Gen AI/AWS)
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.              Hartford’s Employee Benefits IT Team is seeking a highly motivated, experienced IT professional who is responsible for leading engineering teams to successfully drive the transformation of Employee Benefits application landscape.  This is a hands-on technical leadership role, that will be part of an EB IT team partnering with value stream business to drive and achieve outcomes on a multiyear transformational program. Successful candidates will be expected to demonstrate strong technical and leadership skills, excellent partnership, proven experience in delivering quality technical solutions as well as setting and executing on a...
The Hartford Chicago, IL, USA Full Time
The Hartford
02/01/2026  
Senior IT Engineer – 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.              Senior IT Engineer – Full Stack Developer Join the Digital Enablement Value Stream team as a Senior IT Engineer (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...
The Hartford Chicago, IL, USA Full Time
CNA
01/07/2026  
Principal Software 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.  Join our team as a Principal Software Engineer and lead the design and development of cutting-edge enterprise applications and data solutions. In this role, you’ll tackle complex challenges, architect scalable integrations, and drive innovation across cloud platforms like Google Cloud and Guidewire Cloud (AWS). You’ll work at the highest technical level, applying deep expertise in SDLC, application integration, and data analytics to deliver secure, high-performing solutions. If you thrive on solving tough problems, building seamless integrations, and shaping technology strategy, we want you on our team. Experience with Guidewire, ETL processes, and cloud-native analytics is highly valued...
CNA Chicago, IL, USA Full Time
HUB International
03/12/2026  
Vice President, SPG Enterprise Technology
ABOUT HUB At HUB International , we are a team of entrepreneurs. We believe in protecting and supporting the aspirations of individuals, families, and businesses. We help our clients evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees to learn, grow, and make a difference. Our structure enables our teams to maintain their own unique, regional culture while leveraging support and resources from our corporate centers of excellence.  HUB is one of the largest global insurance and employee benefits broker, providing a boundaryless array of business insurance, employee benefits, risk services, personal insurance, retirement, and private wealth management products and services. With over $5 billion in revenue and almost 20,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions.  ABOUT SPECIALTY PROGRAM GROUP (SPG)...
HUB International Chicago, IL, USA Full Time
Ryan Specialty
03/06/2026  
Lead Quality Engineer
Position Summary The Lead Quality Engineer is responsible for providing technical leadership and oversight of quality assurance activities. This role ensures consistent application of QA standards, drives test automation strategy, and partners with cross-functional teams to deliver high‑quality software releases. What will your job entail? Responsibilities: Works with product owners to obtain and analyze development requirements and coordinate clear and transparent testing and quality strategy. Lead day‑to‑day work and development of QA team members Develop and maintain test strategy, test plans, and quality benchmarks Oversee test case creation, execution, and reviews Lead defect management, root cause analysis, and quality risk reporting Drive automation initiatives across UI, API, and integration testing Integrate automated tests within CI/CD pipelines Deliver quality metrics, dashboards, and release readiness assessments Partner with...
Ryan Specialty Chicago, IL, USA Full Time
HUB International
03/04/2026  
Sales Performance Coordination Specialist
ABOUT US At HUB International, we are a team of entrepreneurs. We believe in protecting and supporting the aspirations of individuals, families, and businesses. We help our clients evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees to learn, grow, and make a difference. Our structure enables our teams to maintain their own unique, regional culture while leveraging support and resources from our corporate centers of excellence. HUB is a global insurance and employee benefits broker, providing a boundaryless array of business insurance, employee benefits, risk services, personal insurance, retirement, and private wealth management products and services. With over $5 billion in revenue and almost 20,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions. Position Overview The Sales Performance Coordination Specialist...
HUB International Chicago, IL, USA Full Time
At-Bay
02/22/2026  
Senior Actuarial Analyst, Pricing
Senior Actuarial Analyst DRIVE PROFITABLE GROWTH FOR THE BUSINESS About At-Bay   At-Bay is the world’s first InsurSec provider designed from the ground up to help businesses tackle cyber risk head on. By combining industry-leading insurance with world-class cybersecurity technology, At-Bay offers end-to-end prevention and protection for the digital age. With 98% of cyber insurance claims in the past five years coming from small and mid-size businesses with revenue under $2B, providing an integrated solution to help manage risk is more critical than ever. At-Bay helps its 35,000+ customers close their security technology and skills gap — all through their cyber insurance policy — making them less likely to be hit with a ransomware attack. As a full-stack insurance company, At-Bay offers multiple lines of specialty insurance, including Cyber, Tech E&O, and Miscellaneous Professional Liability (MPL) policies. Why you should join our Actuarial Pricing...
At-Bay Chicago, IL, USA
CCC Intelligent Solutions
02/20/2026  
Lead Software Engineer - .NET, Azure Cloud, AI-Ready
Salary range is: $119,030.52 - $160,000.00 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 We are seeking a highly skilled Lead Software Engineer with deep expertise in the Microsoft technology stack, .NET ecosystem, and Azure Cloud Services....
CCC Intelligent Solutions Chicago, IL, USA Full Time
AIG
02/20/2026  
Account Risk Engineering Supervisor
Why Join Risk Consulting at AIG?   Risk Consulting at AIG is about teamwork! It is about utilizing your resources, working together to solve real world problems, and making a positive impact on our client’s futures. When asked, “why do we enjoy what we do?” The answer is simple, the people.   The role of an Account Risk Engineer is critical to what we do at AIG, both as a risk management resource to our clients and as a leading global insurance organization. Account Risk Engineers are responsible for working with clients to identify and mitigate risks to their business such as fire, flood, windstorm, equipment breakdown etc.  A Day in the Life   Looking for variety and a challenge? Client’s range in size, scope, and complexity. One day you may be discussing the loss prevention strategy on an account with an underwriter, the next, surveying a manufacturing plant or diving into the contingent business interruption risks of an account. The key to success isn’t about...
AIG Chicago, IL, USA Full Time
At-Bay
02/19/2026  
Actuary / Senior Actuary
  Actuary / Senior Actuary, Pricing DRIVE PROFITABLE GROWTH FOR THE BUSINESS About At-Bay   At-Bay is the world’s first InsurSec provider designed from the ground up to help businesses tackle cyber risk head on. By combining industry-leading insurance with world-class cybersecurity technology, At-Bay offers end-to-end prevention and protection for the digital age. With 98% of cyber insurance claims in the past five years coming from small and mid-size businesses with revenue under $2B, providing an integrated solution to help manage risk is more critical than ever. At-Bay helps its 35,000+ customers close their security technology and skills gap — all through their cyber insurance policy — making them less likely to be hit with a ransomware attack. As a full-stack insurance company, At-Bay offers multiple lines of specialty insurance, including Cyber, Tech E&O, and Miscellaneous Professional Liability (MPL) policies. Why you should join our  Actuarial...
At-Bay Chicago, IL, USA
Ryan Specialty
02/14/2026  
Senior UX Designer
Position Summary Ryan Specialty is looking for a Senior UX Designer to join our team. Our UX Design team within the Digital Solutions group shapes user experiences across RT Specialty’s ecosystem of digital products, including internal tools and client‑facing platforms. This position offers a hybrid schedule with three days in the office and two days working from home in our Chicago, IL or Buffalo, NY locations. We are looking for a Senior UX Designer, with “full-stack” skills (UI + UX/IA + UX research) skills – strong UI skills are a must. This role is multi-faceted, requiring you to: • Lead design efforts for a product area (e.g. internal workflow tools for policy management, or external quoting platforms) in partnership with a cross-discipline team; flex to support other areas as needed. • Identify user needs; concept; plan; and execute pixel-perfect, development-ready deliverables for responsive web touchpoints. • Juggle several projects and make decisions that balance...
Ryan Specialty Chicago, IL, USA Full Time
CNA
01/28/2026  
Senior 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.  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, USA Full Time
Independence Pet Group
01/14/2026  
Technology Program Manager - Global Transformation
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:  Independence Pet Holdings (IPH) is undertaking a multi-year enterprise transformation to modernize its insurance technology ecosystem and build a scalable, digital-first operating model across its MGAs.  The Sr. Technology Program Manager, Global Transformation will lead the...
Independence Pet Group Chicago, IL, USA Full Time
Pet Partners Pet Insurance
01/14/2026  
Technology Program Manager - Global Transformation
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:  Independence Pet Holdings (IPH) is undertaking a multi-year enterprise transformation to modernize its insurance technology ecosystem and build a scalable, digital-first operating model across its MGAs.  The Sr. Technology Program Manager, Global Transformation will lead the...
Pet Partners Pet Insurance Chicago, IL, USA Full Time
AIG
01/09/2026  
Senior Field Risk Engineer
Why Join Risk Consulting at AIG?   Risk Consulting at AIG is about teamwork! It is about utilizing your resources, working together to solve real world problems, and making a positive impact on our client’s futures. When asked, “why do we enjoy what we do?” The answer is simple, the people.   The role of a Field Risk Engineer is core to what we do at AIG, both as a risk management resource to our clients and as a leading global insurance organization. Field Risk Engineers are responsible for working with clients to identify and mitigate risks to their business such as fire, flood, windstorm, equipment breakdown etc.  A Day in the Life   Looking for variety and a challenge? Property loss prevention surveys range in size and scope. One day you may be looking at a metal working facility, the next, a university campus. The key to success isn’t about being the expert in every occupancy, it’s about building trust and cross-functional relationships with stakeholders through...
AIG Chicago, IL, USA Full Time
CNA
11/21/2025  
Sr Data Engineer (Workday)
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 Sr. Data Engineer (Workday) is an individual contributor specializing in Workday systems analysis and design, with a strong emphasis on integration development to support CNA’s financial operations. This role works extensively within the Workday Finance suite, including Accounting Center, Ledger, Accounts Payable, Expenses, Procurement, and Spend Management, ensuring accurate financial data transformations and seamless end‑to‑end processing. The engineer will evaluate complex finance requirements, design application and integration specifications, and build scalable, cost‑effective solutions using Workday Studio, Prism, EIBs, and Workday Web Services. They will lead projects and programs,...
CNA Chicago, IL, USA Full Time

 

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