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Chicago Full Time lead software engineer

16 lead software engineer jobs found in Chicago

CNA
08/29/2026  
Senior Software Engineer - Guidewire Developer
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-level individual contributor responsible for designing, configuring, integrating, developing, and supporting complex Guidewire Cloud applications. Leads Guidewire solution design, configurations, and integrations using Cloud APIs, REST services, microservices, and vendor platforms while partnering with business, IT, architecture, and delivery teams. Provides technical guidance, mentors developers, supports production stability, and leverages Agile practices and AI-assisted engineering tools to improve delivery speed, quality, and business value. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental...
CNA Chicago, IL Full Time
Independence Pet Group
08/29/2026  
Senior Software Engineer
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.  We're seeking a Senior Software Engineer to lead the design and delivery of scalable web applications for B2B products. This role combines hands-on full-stack development, technical leadership, architecture guidance, and mentorship, leveraging React, TypeScript, .NET/C#, Node.js, PostgreSQL, and modern...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
08/29/2026  
Senior Software Engineer
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.  We're seeking a Senior Software Engineer to lead the design and delivery of scalable web applications for B2B products. This role combines hands-on full-stack development, technical leadership, architecture guidance, and mentorship, leveraging React, TypeScript, .NET/C#, Node.js, PostgreSQL, and modern...
Pet Partners Pet Insurance Chicago, IL Full Time
CCC Intelligent Solutions
07/21/2026  
Senior Solutions Engineer, First Party Casualty
Salary range is: $106,277.25 - $150,000.00 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 customer-focused Solutions Engineer to support our Casualty Products organization, with a dedicated focus on First Party Casualty. In...
CCC Intelligent Solutions 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.  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
09/02/2026  
Consulting Director, Claims Strategy and Execution
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.  CNA is a market leader in providing professional liability and medical malpractice coverage for professional services and healthcare providers and facilities. We are currently seeking a Consulting Director to lead Claims Strategy and Execution projects and initiatives for these segments. This individual contributor role will work across Professional Services and Healthcare segments: Architects & Engineers, Accounting, Program & Large Law, and Real Estate Professionals as well as Allied Healthcare Facilities, Aging Services, and Allied Health Providers. This role serves as a claims technical expert, responsible for the development and execution of strategic projects, trainings,...
CNA Chicago, IL Full Time
CNA
08/29/2026  
Principal Data 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.  Hands-on principal engineer and distinguished technology leader responsible for the strategic direction, modernization, standardization, and operational excellence of CNA's reinsurance, accounting, regulatory reporting, and financial data systems. This is an individual contributor role focused on architecture, engineering, coding, technical execution, and influence across teams; it is not a people manager position. Serves as a senior technical authority partnering with business and technology executives to define long-term strategy, drive enterprise modernization, and ensure technology platforms enable growth, compliance, operational efficiency, and data-driven decision-making. JOB...
CNA Chicago, IL Full Time
The Hartford
08/22/2026  
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   is seeking a   Senior AI Machine Learning Engineer   within Employee Benefits Applied AI and Analytics (EB AIA) to help build, deploy, and sustain enterprise-scale predictive and applied AI solutions across pricing, underwriting, sales   related EB business workflows.   As a Senior AI/ML engineer you   will manage and modernize the existing predictive model portfolio while helping the team expand into generative AI, agentic AI   and   other applied AI capabilities.   The role is intended for a hands-on technical lead who can execute approved solution designs, deploy production-ready AI and ML components,...
The Hartford Chicago, IL Full Time
CCC Intelligent Solutions
08/18/2026  
Director, Account Based Marketing
Salary range is: $157,417.86 - $195,000.00 This position is equity and 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 Director of Account-Based Marketing (ABM) to build and lead a new strategic marketing function focused...
CCC Intelligent Solutions Chicago, IL Full Time
CCC Intelligent Solutions
07/29/2026  
VP Architect, AI & Platform
Salary range is: $217,236.65 - $300,000.00 This position is equity and 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 The Chief Architect, AI & Platform will be responsible for setting CCC’s enterprise-wide technical architecture vision and ensuring that...
CCC Intelligent Solutions Chicago, IL Full Time
RLI
07/27/2026  
IT Director - AI
About Us  We’re not like other insurance companies. From our specialty products to our business model, our culture to our results — we’re different. Different is who we are, and how we work, interact, deliver and succeed together. Creating a different and better insurance experience doesn’t just happen. It takes focus and a shared passion for going beyond the expected to forge relationships and deliver care that makes a difference. This approach rises from and is supported by our talented, ethical and smart team of employee owners united around a single purpose: to work alongside our customers and partners when they need us, in unexpected ways, with exceptional results. Apply today to make a difference with us.  RLI is a Glassdoor Best Places to Work company with a strong, successful background. For decades, our financial track record has been stellar — a testament to our culture and validation of our reputation as an excellent underwriting company....
RLI 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
05/27/2026  
System Architect Director - AI Innovation
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 has overall technical authority for one or more programs/Agile Release Trains (ARTs) within a portfolio, with direct management accountability for a staff of Engineers and Business Analysts. The SA Director works closely with an Enterprise Architect, Product Management and Release Train Engineer (RTE) to ensure ongoing alignment of technical and business outcomes. The SA Director owns the creation, maintenance and communication of the Architecture, along with implementation by one or more development teams. The SA Director is an expert and champion of Scaled Agile Framework (SAFe) architectural design and development, incrementally building the associated...
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
CCC Intelligent Solutions
04/03/2026  
Sr. Manager Data Platform
Salary range is: $136,885.10 - $200,000.00 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 is looking for a Senior Manager of the CCC data platform that will lead a team of diversely skilled database engineers who architect, build, and...
CCC Intelligent Solutions Chicago, IL Full Time

 

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