Cloud Architect Jobs in Chicago, IL
Cloud Architect jobs in Chicago are concentrated in the Loop, River North, and the Fulton Market district, driven by demand in financial services, healthcare technology, and enterprise software. Employers hiring right now include Capgemini, UST, and 3Cloud. Find a role that fits below and apply directly.
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Principal Software Architect – AI & Cloud
Diversified Services Network, Inc. (DSN) is seeking a full-time Principal Software Architect – AI & Cloud to join our team in their choice of our Chicago, IL or Peoria, IL office locations. We offer full a hybrid work model, requiring 2 days of onsite work per week, benefits, PTO, 401k, and more! If you're looking to grow your career within an extremely reputable, stable Fortune 100 company - let's talk!
Position Overview
This role designs and orchestrates multi-agent workflows and stateful AI systems, integrates foundation models into secure production environments, and architects AI-native data models that pair relational and vector databases for retrieval-augmented generation. Beyond hands-on architecture, the role provides technical leadership across engineering teams — mentoring engineers, establishing governance and standards for secure, cloud-native development, and driving the responsible adoption of AI-assisted engineering tools.
Key Responsibilities
Technical Architecture & AI Integration
- Design and orchestrate multi-agent workflows and stateful AI systems using modern frameworks such as LangChain, LangGraph, AutoGen, or CrewAI.
- Integrate foundation models (e.g., Anthropic Claude, OpenAI GPT, Google Gemini) via secure API gateways, managing token limits, costs, and rate-limiting.
- Architect data models optimized for AI-native structures, integrating relational databases with vector databases for semantic search and Retrieval-Augmented Generation (RAG).
- Implement robust white-box testing and continuous evaluation metrics to monitor AI outputs for factual correctness, hallucinations, and safety compliance.
- Champion secure, reliable, and scalable software solutions through architectural leadership, risk management, and continuous improvement of engineering practices.
Technical Leadership & Workflow Optimization
- Mentor and scale an engineering team, establishing engineering standards, best practices, and architectural governance for secure coding, continuous integration, and cloud-native deployment.
- Drive AI-assisted engineering velocity by integrating next-gen development tools (e.g., Cursor, Claude Code, Windsurf) into the team's daily Software Development Life Cycle (SDLC).
- Establish governance policies and coach developers on the responsible use of AI, focusing on input data sensitivity, license compliance, and security guardrails.
- Evaluate existing systems, services, APIs, and data models to identify opportunities for modernization, scalability, and performance improvements.
Influence Across Teams & Developer Experience
- Facilitate technical leadership forums with Product Owners, Technical Leads, Architects, and Engineering Managers.
- Drive conversations around architecture, engineering health, technical debt, AI adoption, and continuous improvement.
- Foster collaborative decision-making through architecture reviews, RFCs, and technical discussions.
- Promote self-service engineering capabilities and platform enablement.
- Drive automation initiatives that improve productivity and software quality.
Team Interaction & Work Environment
- Significant, ongoing interaction with the Scrum team, including all ceremonies (Daily Standups, Sprint Planning, Grooming, Retro, Demo) and PR reviews.
- Regular engagement with other teams as needed.
- Strong collaboration is required across the role.
Requirements
Candidate Requirements
Education & Experience
- Bachelor's degree in Computer Science, Electrical Engineering, or a related field, plus 10+ years of professional software engineering experience OR
- Master's degree plus 8+ years of experience, including 2+ years in a technical leadership role.
Core Software Engineering
- Backend Systems: Deep proficiency in backend environments, microservices architectures, and API design using Java.
- Cloud & DevOps: Extensive experience with containerization (Docker, Kubernetes) and public cloud infrastructure such as AWS.
AI & LLM Infrastructure
- Orchestration & Tooling: Hands-on experience with production-level AI agents, prompt engineering, and advanced Agentic PDLC patterns.
- Vector Databases: Practical knowledge of vector technologies such as Pinecone, Milvus, Chroma, or pgvector.
- AI Tool Fluency: Demonstrated mastery of AI coding assistants and a firm understanding of Model Context Protocol (MCP) to mediate agent connections with external databases.
Additional Qualifications
- Proven experience designing and delivering large-scale distributed systems.
- Strong expertise in software architecture, APIs, microservices, cloud-native applications, and modern engineering practices.
- Experience influencing multiple engineering teams and leading organization-wide technical initiatives.
- Strong communication, collaboration, and stakeholder management skills.
- Demonstrated ability to mentor engineers and drive technical excellence.
- Experience with Generative AI, AI agents, LLM-powered applications, or intelligent automation platforms.
- Knowledge of security architecture, application security, and cloud security best practices.
- Experience establishing technical governance and engineering standards across multiple teams.
Soft Skills
- Ability to work under pressure and within time constraints.
- Passion for technology and an eagerness to contribute to a team-oriented environment.
- Ability to lead architectural designs and work across teams to develop solutions.
Benefits
- 401(k)
- Dental insurance
- Vision Insurance
- Disability insurance
- Employee assistance program
- Health insurance
- Health savings account
- Life insurance
- Paid time off
- Paid Holidays
Please follow the link to our website for a list of job openings in Engineering, IT, Project Management, and more! https://www.dsnworldwide.com
Salary expectations: 161000-171000 per annual
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Who's Hiring



Top Industries Hiring
- Technology & Software
- Consulting & Professional Services
Cloud Architect Jobs in Chicago: Frequently Asked Questions
How do I get a cloud architect job in Chicago?
Cloud architect hiring in Chicago is heaviest in financial services firms along the Loop, health tech companies on the Near North Side, and enterprise software shops in Fulton Market. Candidates who stand out typically hold certifications from AWS, Azure, or Google Cloud and can show hands-on migration or multi-cloud architecture experience. Familiarity with the compliance and security requirements common in Chicago's finance and healthcare sectors gives you a concrete edge over generalist applicants.
Which companies hire cloud architects in Chicago?
Employers hiring cloud architects in Chicago right now include Capgemini, UST, and 3Cloud, based on current listings on Migrate Mate as of September 2026. Chicago's hiring pool is unusually broad, drawing from large financial institutions and insurance carriers in the Loop as well as mid-size health tech firms and consulting practices that serve national clients from a Chicago base.
Are there remote cloud architect jobs in Chicago?
Yes, cloud architecture is one of the more remote-friendly technical disciplines because the work centers on design, configuration, and code rather than physical infrastructure. About 76% of cloud architect openings tied to Chicago are remote or hybrid as of September 2026, reflecting how broadly distributed engineering teams have become. Architecture and planning work tends to go fully remote most often, while roles that require close coordination with on-site data center or network teams in the greater Chicago area skew toward hybrid arrangements.
How can I get a cloud architect job in Chicago with little or no experience?
The most realistic entry path in Chicago is moving into a junior cloud engineer or cloud operations role first, which larger employers in the Loop's financial sector and Fulton Market's tech firms hire on a regular basis. Building a portfolio of cloud deployments on a personal or open-source project, then earning an associate-level AWS or Azure certification, makes you competitive for those stepping-stone roles. Chicago's active community of technology meetups and user groups around cloud platforms also gives early-career candidates a direct way to connect with hiring managers before applying.
Which industries hire the most cloud architects in Chicago?
The sectors hiring the most cloud architects in Chicago are Technology & Software and Consulting & Professional Services, based on current listings on Migrate Mate as of September 2026. Chicago's position as a national hub for financial trading, insurance, and hospital systems means those industries maintain especially large cloud teams and replace or expand them at a steady rate throughout the year.
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