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Chicago senior software developer

62 senior software developer jobs found in Chicago

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
06/10/2026  
Principal 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 providing the highest level of technical leadership in the design, development, and scaling of CNA's AI-native agentic engineering platform. This role operates at the intersection of AI systems engineering, developer experience, and software delivery — building the foundational platform capabilities that enable the broad engineering organization to build, ship, and run high-quality, secure AI-native systems at the speed of AI. The focus is on designing and delivering agentic workflows, AI-augmented CI/CD pipelines, reusable skills and agent frameworks, and quality/security guardrails that make AI-accelerated delivery safe and scalable across the enterprise. JOB...
CNA Chicago, IL Full Time
CNA
06/10/2026  
System Architect Director - AI Platform Engineering
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 System Architect (SA) Director for AI Platforms Engineering serves as the technical owner for the enterprise AI platform which is the shared foundation powering all AI and GenAI products across the organization. This leader owns the platform's architecture, engineering standards, and delivery roadmap, translating strategic AI capabilities into reliable, scalable, and governed platform capabilities that accelerate every product team building on top of them. Working in close partnership with Enterprise Architects, Product Management, and Release Train Engineers (RTEs), the SA Director ensures that platform investments are tightly aligned to business outcomes, compliance requirements, and...
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
CCC Intelligent Solutions
06/02/2026  
Senior SRE
Salary range is: $106,277.25 - $145,000.00 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 talented Sr. Site Reliability Engineering Developer to be part of the fast moving, innovative CCC Site Reliability Team. We build...
CCC Intelligent Solutions 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
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
CNA
04/16/2026  
Principal 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 providing the highest level of technical leadership in the design, development, and scaling of CNA's AI-native agentic engineering platform. This role operates at the intersection of AI systems engineering, developer experience, and software delivery — building the foundational platform capabilities that enable the broad engineering organization to build, ship, and run high-quality, secure AI-native systems at the speed of AI. The focus is on designing and delivering agentic workflows, AI-augmented CI/CD pipelines, reusable skills and agent frameworks, and quality/security guardrails that make AI-accelerated delivery safe and scalable across the enterprise. JOB...
CNA Chicago, IL Full Time
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
Starr Insurance
06/10/2026  
Regional Underwriting Manager Risk Management Casualty
Join Starr, a global leader in commercial insurance with over a century of expertise. We empower our employees to innovate, make impactful decisions, and build lasting client relationships worldwide. At Starr, you'll work in an entrepreneurial culture alongside accessible leaders, leveraging our financial strength and vast industry experience to deliver solutions for our clients, no matter how complex. Grow your career with a rapidly growing company that invests in its people and their ability to drive real progress. We are seeking an accomplished and dynamic Regional Underwriting Manager to lead our Midwest underwriting team. In this role, you will be responsible for expanding, managing, and mentoring a team underwriting a primary casualty portfolio with a strategic focus on risks brokered from the Midwest region. The Regional Underwriting Manager will oversee all aspects of portfolio management, including team leadership, solicitation of submissions, underwriting analysis,...
Starr Insurance Chicago, IL Full Time
Applied Systems
06/10/2026  
Sr. Financial Analyst, Technical Software Spend
Job Description Amazing Career Moments Happen Here        Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we’re not just redefining what’s achievable; we’re creating a place where amazing career moments are made possible.           Position Overview      We are seeking a financially rigorous and technically fluent Financial Analyst to join our Finance organization, focused on software and usage-based spend management. This role sits at the intersection of FP&A and FinOps — owning cost visibility, governance, and optimization across our key software and AI vendor relationships. You will partner with...
Applied Systems Chicago, IL
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
Applied Systems
06/09/2026  
Sr. Technical Product Manager (Data Lake/Data Governance)
Job Description Amazing Career Moments Happen Here       Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we’re not just redefining what’s achievable; we’re creating a place where amazing career moments are made possible.        Position Overview      We are looking for a Senior Product Manager to own the product vision, strategy, and roadmap for our internal data lake. This is a high-impact, cross-functional role at the heart of our data organization - you will define how the company collects, governs, and derives value from its data assets, partnering closely with Data Engineering, Data...
Applied Systems Chicago, IL
CNA
06/08/2026  
Attack Surface Management Consulting Director
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 Consulting Director, Attack Surface Management defines strategy, adoption, and governance of automation, AI, and agentic AI across application security, vulnerability management, ethical hacking, and attack surface management programs. Oversees evaluation and deployment of AI-centric security solutions while establishing audit-defensible standards, processes, and secure AI development practices. Drives enterprise-scale identification, analysis, and remediation of external attack surface risk through advanced automation, analytics, and AI-enabled capabilities. Partners with senior leadership and cross-functional teams to prioritize risk, improve operational efficiency, and deliver...
CNA Chicago, IL Full Time
Applied Systems
06/05/2026  
Financial Analyst
Job Description Amazing Career Moments Happen Here        Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we’re not just redefining what’s achievable; we’re creating a place where amazing career moments are made possible.           Position Overview      We are seeking a financially rigorous and technically fluent Financial Analyst to join our Finance organization, focused on software and usage-based spend management. This role sits at the intersection of FP&A and FinOps — owning cost visibility, governance, and optimization across our key software and AI vendor relationships. You will partner with...
Applied Systems Chicago, IL
Starr Insurance
06/04/2026  
Loss Control Service Consultant – Construction
Join Starr, a global leader in commercial insurance with over a century of expertise. We empower our employees to innovate, make impactful decisions, and build lasting client relationships worldwide. At Starr, you'll work in an entrepreneurial culture alongside accessible leaders, leveraging our financial strength and vast industry experience to deliver solutions for our clients, no matter how complex. Grow your career with a rapidly growing company that invests in its people and their ability to drive real progress. RESPONSIBILITIES Position oversees overall loss control service direction, coordination, and evaluation of new business and dedicated accounts in their respective regional office.   Helps to ensure quality accounts are added to the portfolio while also assessing individual account service needs once bound.  Monitors loss development on the book of business and readily perform and deploy loss control resources where needed to maintain profitability and...
Starr Insurance Chicago, IL Full Time
Applied Systems
06/01/2026  
Manager, Technical Accounting
Job Description Amazing Career Moments Happen Here        Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we’re not just redefining what’s achievable; we’re creating a place where amazing career moments are made possible.           Position Overview      We’re searching for a Manager, Technical Accounting, to join our Finance and Accounting team in hybrid working environment out of our Chicago, IL office.  To keep us headed in the right direction, we’re looking for people who understand winning is a team sport, who value and seek to learn from our team’s diverse experiences and backgrounds, who welcome...
Applied Systems Chicago, IL
Applied Systems
06/01/2026  
Sr. Technical Product Manager- Data, Big Query
Job Description Amazing Career Moments Happen Here       Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we’re not just redefining what’s achievable; we’re creating a place where amazing career moments are made possible.        Position Overview      We are looking for a Senior Product Manager to own the product vision, strategy, and roadmap for our internal data lake. This is a high-impact, cross-functional role at the heart of our data organization - you will define how the company collects, governs, and derives value from its data assets, partnering closely with Data Engineering, Data...
Applied Systems Chicago, IL
CNA
06/01/2026  
Senior Claims Counsel, Financial Lines
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.  This is a Senior Claim Counsel position on the Financial Lines Claims team. The individual in this position will primarily focus on severity claims, with emphasis on Employment Practices, Private D&O, Professional Liability for technology firms. Ideally, the candidate will have a minimum of twelve years of relevant experience. The individual in this position will have responsibility for handling a pending of approximately 75 of the unit’s highest severity matters at any given time. The position requires the ability to independently evaluate coverage, liability and damages; proactively formulate and execute claim resolution strategies; and, without the assistance of counsel, attend...
CNA Chicago, IL Full Time
CNA
06/01/2026  
Third Party Risk Management Consulting Director
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 seeking a strategic thought leader to help drive forward our Third-Party Risk & Assurance function. In this role, you will play a critical part in strengthening and evolving our Third-Party Risk Management capabilities, driving consistency, transparency, and operational excellence across the organization. You will partner closely with Third Party risk peers and cross-functional stakeholders to enhance assurance practices, enable data-driven decision-making, and ensure the organization is well-positioned to manage third-party risk in an increasingly complex regulatory and technology landscape. The Third Party Risk Management program at CNA coordinates and performs risk management...
CNA Chicago, IL Full Time

 

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