Top AI Automation Jobs in Chicago, IL

Pre-sales technical architect advising on Microsoft Copilot and Power Platform adoption. Engage executives, run workshops, design and deploy custom Copilot agents, build prototypes and integrations, and develop automation using Power Automate/Power Apps/Power BI while guiding change management and governance.

The AI Automation Engineer will apply AI in finance operations to automate processes like AP, AR, and reconciliation, ensuring compliance and performance measurement.

Build and maintain internal and customer-facing web/cloud apps and AI automations. Integrate with third-party APIs (QuickBooks, Microsoft Graph, Zoho, Zoom), implement generative-AI features, ensure security, deploy to cloud, and collaborate with leadership and IT. Work independently on design, testing, and maintenance across varied projects.

Lead the design and implementation of AI agents and automation across pro-code and no-code platforms. Define repeatable automation patterns, integrate AI platforms with business tools via APIs, build RAG pipelines and vector DB integrations, write Python scripts for complex integrations, and guide technical decisions while working closely with the VP of AI to review agent performance and scale solutions.

The Director of AI Automation leads AI-driven automation systems, translating strategic goals into practical solutions, managing teams, and enhancing operational efficiency.

The AI Automation Engineer develops AI-driven systems to automate sales and marketing workflows, partnering with various teams to enhance revenue generation and process efficiency.

Design, build, and deploy AI-powered workflows, internal tools, assistants, and platform capabilities to automate operational processes. Integrate LLM APIs, RAG/vector retrieval, and backend systems, collaborate with product and operations, and deliver production-ready solutions that reduce manual work and scale GreenLight's operations.

Lead evaluation, governance, and scaling of applied AI and workflow automation across the enterprise. Partner with business and technical teams to prioritize opportunities, support business cases, drive adoption and literacy initiatives, develop communications, track roadmap and outcomes, and support responsible AI, privacy, security, and compliance alignment.

Lead enterprise AI product strategy, governance, and adoption for internal platforms and employee tooling. Prioritize high-value AI and automation use cases, run pilots, evaluate vendors, define FRDs/TRDs, manage delivery (QA/UAT, deployments, hypercare), and drive change management and metrics reporting to deliver measurable business value in a regulated fintech environment.

The role involves designing and implementing automation systems, improving workflows, and developing tools for sales support using AI and automation platforms.

Design and build AI- and automation-driven solutions to accelerate Mortgage Cadence Platform configuration using LLMs and workflow automation. Develop integrations with system APIs, partner with implementation teams, create documentation and training, and propose new tools to improve implementation accuracy and scale.

Design, build, and deploy AI-powered automations (Claude and agentic workflows) to eliminate manual WPM processes across Corrigo, Power BI, SharePoint, Teams and other enterprise systems. Lead integrations via MCP/APIs, partner cross-functionally (JLLT, Process Excellence, Procurement, Finance), maintain governance and reliability, document and train teams, track adoption and ROI, and scout/manage AI tooling and risk for workplace process automation.

As a Staff AI Engineer, you will design and implement AI-powered automation for internal departments, manage the full project lifecycle, and enhance various processes across CargoSprint, focusing on business impact and collaboration.

Develop and manage intelligent automation solutions using UiPath, bridging communication between project managers and clients, conducting process analysis, and providing documentation.

Partner with business leaders to discover, prioritize, and design AI and automation solutions. Elicit and document functional, non-functional, and data requirements; create user stories and acceptance criteria; oversee implementation, UAT, and adoption; ensure governance, responsible AI practices, and measurable value realization while optimizing processes and driving change management.

Design and execute test strategies and automation for cloud-native and GenAI/AI-ML systems. Perform functional, integration, performance, security, and API testing; validate model accuracy, fairness, robustness, and data quality; integrate automation into CI/CD; track defects; mentor junior QA engineers.

Design, build, and maintain AI assistants and automation workflows across HR, Finance, and Operations. Develop agentic AI, RAG, and integrations using APIs, middleware, and automation platforms. Ensure secure, scalable deployments, measure ROI, document solutions, and train teams on AI-assisted workflows.

Lead development and execution of MVB's AI and automation strategy, including Generative and Agentic AI and RPA. Partner with business and technical stakeholders to design, pilot, and scale solutions, establish governance and best practices, monitor performance metrics, manage vendors, and deliver training to ensure ethical, secure, and effective AI deployments.

Build AI-powered workflows, agents, and integrations to automate marketing research, creative asset preparation, campaign analysis, reporting, and internal coordination. Prototype and productionize LLM-based tools, connect data sources and ad platforms, validate automation quality with real use cases, and document systems for reuse and scaling.

Lead and build AI-powered automation across Customer Operations (CX, Claims, Underwriting). Own the automation roadmap, partner with Product and Engineering, design prompt and agent architectures, drive pilots to scaled production, build executive business cases, manage vendor tooling feedback, and grow a team of builders focused on GenAI integration and workflow automation.

Design and build automation frameworks and evaluation pipelines for agentic AI products. Develop non-deterministic tests, golden datasets, tool-use validation, prompt regression tests, latency/token monitoring, hallucination detection, and collaborate with AI engineers to convert requirements into measurable automated test cases.

Lead QA Automation for agentic AI products by designing eval pipelines, golden datasets, and automated tests for tool-use, hallucination detection, latency/token monitoring, and regression across models and prompts. Integrate performance testing into CI/CD and collaborate with AI engineers to convert requirements into measurable automated evaluations.

Lead AI and sales automation product efforts for Salesforce: translate business needs into Jira stories, design automations and integrations, coordinate UAT, consolidate data sources, and build AI-driven solutions to reduce manual CRM administration. Occasional hands-on scripting for simple automations.