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Chicago lead architect ai solutions architecture

9 lead architect ai solutions architecture jobs found in Chicago

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
03/19/2026  
AVP, Senior Principal Enterprise Architect - Data
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.  Job Summary The AVP, Senior Principal Enterprise Architect - Data is CNA’s most senior individual contributor, providing architectural leadership across complex portfolios or domain disciplines. This role connects enterprise strategy with execution, drives cross-portfolio integration, and ensures architectural alignment and reuse. The AVP, Senior Principal Enterprise Architect - Data shapes domain-level strategy, leads complex architectural initiatives, and mentor other architects to elevate architectural maturity and enterprise-wide impact. This specific role will be aligned to the Data Portfolio with a focus on aligning across our delivery value streams and driving a “Build with a Data...
CNA Chicago, IL Full Time
HUB International
03/15/2026  
Software Architect- Python
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. Job Description —   Software...
HUB International 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
Applied Systems
06/27/2026  
AI Enablement Professional Services Lead
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 AI Enablement Services Lead to join our Professional Services team (Implementation, PMO, Data, Customer Success) in a hybrid location from our Chicago office. As the AI Enablement Services Lead, you will be the architect of the "Next-Gen Professional Services" organization. You are responsible for identifying, building, and...
Applied Systems Chicago, IL
CNA
06/12/2026  
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 leadership in AI-native engineering, agentic system design, and applied AI solution development across CNA's Underwriting and Operations portfolio. This position has a deep understanding of AI engineering platforms, large language model (LLM) tooling, and enterprise software delivery from an end-to-end perspective. The focus of this position is designing and scaling AI-enabled solutions that integrate into underwriting workflows, drive measurable business impact, and establish durable AI engineering practices across the organization. JOB DESCRIPTION: Essential Duties & Responsibilities   Performs a combination of...
CNA Chicago, IL Full Time
RLI
06/01/2026  
Solutions Architect - Applications
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
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

 

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