665 ai lead jobs at 248 companies in Chicago, IL

2w
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Senior AI Implementation Lead
Louisville or Charlotte or Tampa or Fort Lauderdale or Washington or Chicago or Frisco or Atlanta or New York City or Nashville or Boston or Kentucky
$81k-$110k/yr RemoteFull Time
Humana
HumanaNYSE: HUM: Provides health insurance plans and clinical healthcare services.
3+ YOEBachelor's in CS/Engineering, 3+ years leading enterprise AI/GenAI initiatives, experience with LLMs, RAG, vector DBs, prompt engineering, Azure OpenAI/Azure/GCP, Responsible AI practices, and cross-functional leadership.
LLMs, RAG architectures, vector databases, agent orchestration frameworks, Azure OpenAI, Microsoft AI, Azure, Google Cloud Platform
2mo
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AI Governance Lead
New York or Hartford or Stamford or Chicago
$185k-$200k/yr HybridFull Time
Ascot Group
Ascot Group: Global provider of specialty insurance and reinsurance underwriting services.
10+ YOE10+ years in AI, data science, risk, or governance; strong understanding of AI/ML lifecycle, model risk, and Generative AI; financial services or insurance experience preferred; governance and cross-functional leadership.
Microsoft Copilot, Azure AI, Palantir, Guidewire
1mo
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AI Delivery Lead
Bellevue or San Francisco or New York City or Seattle or Charlotte or Los Angeles or Houston or Atlanta or Baltimore or Chicago or Washington
$143k-$170k/yr HybridFull Time
Sia
Sia: Provide management and AI consulting for business transformation.
7+ YOE7+ years in program/project delivery or consulting, 3–5 years in technical/AI delivery; hands-on experience with AI agents, automation, and enterprise AI adoption; Agile experience; strong stakeholder management; Bachelor’s required (Master’s preferred); US work authorization required.
OpenAI, Claude, Microsoft Copilot, Gemini, ServiceNow, Smartsheet, Microsoft Project, Azure DevOps, Tableau
3w
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AI Transformation Lead
Schaumburg, Illinois, United States
$130k-$160k/yr OnsiteFull Time
Novaspect
Novaspect: Delivers industrial process controls, valves, and automation systems.
8+ YOE8+ years in technology or digital transformation; experience deploying generative/agentic AI, AI governance, change management, stakeholder influence, and delivering measurable business outcomes.
Microsoft 365 Copilot, Copilot Studio, Power Platform, Azure AI services
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Lead, AI & Automation
Chicago, Illinois, United States
$110k-$130k/yr HybridFull Time
Berlin Packaging
Berlin Packaging: Supplies rigid packaging containers and provides packaging design services.
5+ YOE5+ years software development with AI/ML and automation, production AI delivery, Python/JavaScript skills, cloud and LLM experience, RPA familiarity, team technical leadership, and stakeholder communication.
Python, JavaScript, TypeScript, REST APIs, microservices, AWS, Azure, GCP, OpenAI, Anthropic, Azure OpenAI, UiPath, Power Automate, Salesforce AgentForce
1w
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SAP Edge - AI Lead
New York City or Milwaukee or Dallas or Columbus or Kirkland or Cincinnati or Cleveland or Oklahoma City or Austin or Albany or Chicago or St. Petersburg or Hartford or Pittsburgh or St. Louis or Miami or Sacramento or Raleigh or Minneapolis or Mountain View or Scottsdale or San Francisco or Morristown or Denver or Boston or Philadelphia or Des Moines or Overland Park or Los Angeles or Charlotte or Walnut Creek or Carmel or Seattle or Houston or Arlington or Atlanta or Redmond or Bentonville or Beaverton or Nashville or Detroit or San Diego
$151k-$434k/yr HybridFull Time
Accenture
AccentureNYSE: ACN: Global provider of management consulting and technology services.
12+ YOERequires 2+ years applying enterprise AI tools, 4+ years SAP, 12+ years industry experience, 5+ years scaling consulting offerings, and strong executive communication skills.
Anthropic Claude, Accenture GenWizard, myConcerto AI, Microsoft Copilot for SAP, SAP Business AI, Joule, SAP, SAP BTP AI Core, SAP Document Information Extraction, SAP Predictive Analytics, Microsoft AI-102 (Azure AI Engineer), Google Cloud Professional Machine Learning Engineer
1w
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SAP Edge - AI Lead
Albany or Arlington or Atlanta or Austin or Beaverton or Bentonville or Boston or Carmel or Charlotte or Chicago or Cincinnati or Cleveland or Columbus or Culver City or Denver or Des Moines or Detroit or Hartford or Houston or Irving or Kirkland or Miami or Milwaukee or Minneapolis or Morristown or Mountain View or Nashville or New York City or Oklahoma City or Overland Park or Philadelphia or Pittsburgh or Raleigh or Redmond or Sacramento or San Diego or San Francisco or Scottsdale or Seattle or St. Louis or St. Petersburg or Walnut Creek or United States
$139k-$434k/yr HybridFull Time
Accenture
AccentureNYSE: ACN: Global professional services firm providing consulting and technology solutions.
12+ YOE5+ MgmtRequires 12+ years industry experience, 5+ years scaling consulting practices, 4+ years SAP experience, 2+ years enterprise AI tools, bachelor's degree or equivalent, and strong executive communication.
Anthropic Claude, Accenture GenWizard, myConcerto AI, Microsoft Copilot for SAP, SAP Business AI, Joule, SAP BTP AI Core, SAP Document Information Extraction, SAP Predictive Analytics, SAP Activate Methodology, SAP Best Practices, Microsoft AI-102 (Azure AI Engineer)
1mo
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Sr. AI Engineering Lead
Rolling Meadows, Illinois, United States
$120k-$233k/yr HybridFull Time
Arthur J. Gallagher & Co.
Arthur J. Gallagher & Co.NYSE: AJG: Global insurance brokerage and risk management services provider.
7+ YOE2+ Mgmt7+ years software engineering with production LLM/GenAI systems, 2+ years leading engineers, hands-on Azure Foundry and Azure AI stack, strong .NET/C# and Python, RAG and agent orchestration experience, secure API and event integration skills.
Microsoft Foundry, Azure OpenAI Service, Azure AI Search, Azure Functions, Container Apps, App Service, .NET, C#, Python, Microsoft Agent Framework, Semantic Kernel, LangChain, Azure API Management, Service Bus, Entra ID, Azure DevOps, Terraform, M365 Copilot, Microsoft Teams, Copilot Studio
3w
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AI Program Lead
Chicago, Illinois, United States
$142k-$150k/yr OnsiteFull Time
Tata Consultancy Services
Tata Consultancy ServicesNational Stock Exchange of India: TCS: Global provider of IT services, consulting, and business solutions.
6+ YOELead AI/Data program delivery and solution architecture; experience with AI/ML lifecycle, stakeholder engagement, and large-scale transformation; bachelor's in computer science and 6+ years experience.
Jellyfish, Amplitude, LLM
3mo
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AI Workforce Enablement Lead
Richmond or New York City or Chicago or Milwaukee
$116k-$160k/yr OnsiteFull Time
Markel Group
Markel GroupNew York Stock Exchange: MKL: Global provider of insurance, reinsurance, and investment products.
Experience enabling AI adoption, hands-on training design, and change enablement; ability to communicate complex AI topics clearly; collaborative mindset and adaptability.
2mo
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Generative AI Lead Engineer
Dallas or Stamford or Chicago
$120k-$140k/yr HybridFull Time
Cognizant
CognizantNasdaq: CTSH: Provides global information technology and business process outsourcing services.
Generative AI, LLMs, prompt engineering; hands-on with .NET, React, Python; AI/ML architecture design (RAG); model training and optimization; Azure deployment
.NET, React, Python, LangChain, LlamaIndex, Claude, Azure
2mo
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Generative AI Lead Engineer
Dallas or Stamford or Chicago
$120k-$140k/yr HybridFull Time
Cognizant
CognizantNASDAQ: CTSH: Provides IT consulting and technology services to global enterprises.
5+ YOEStrong experience in Generative AI, LLMs, prompt engineering; hands-on with .NET, React, Python; experience with RAG architectures, API integrations; Azure cloud; ability to deploy AI-enabled applications.
.NET, React, Python, LangChain, LlamaIndex, Claude, Azure, RAG
3w
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Lead AI Engineer
Denver or San Francisco or Chicago or Dallas or Phoenix
$147k-$202k/yr OnsiteFull Time
Prologis
PrologisNYSE: PLD: Develops and leases global industrial and logistics real estate.
6+ YOE6+ years in software/platform/data/applied AI, experience building and deploying LLM/agent workflows, strong programming in Python/TypeScript/JavaScript, API and SaaS integration, and ability to lead technical scoping and production delivery.
Python, TypeScript, JavaScript, OpenAI Agents SDK, LangChain, LangGraph, LlamaIndex, MCP, AutoGen, CrewAI, n8n, Autodesk, BIM, AWS IoT, AWS Lambda, Snowflake
4d
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Lead AI Developer
Chicago, Illinois, United States
$94k-$141k/yr RemoteFull Time
UST
UST: Global provider of digital transformation and IT services.
10+ YOERequires 10+ years of industrial experience, 1–2 years of AI/ML application development, and expertise in AWS, LangGraph, LangChain, Python, LLMs, and Agentic AI.
Agentic AI, Generative AI, Python, Amazon Bedrock, AWS, LangGraph, LangChain, Retrieval-Augmented Generation (RAG), LLMs, CI/CD, HSA, FSA
1mo
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Enterprise AI Enablement Lead
Oak Brook, Illinois, United States
$160k-$170k/yr OnsiteFull Time
Jorie AI
Jorie AI: Automates healthcare revenue cycle processes using artificial intelligence technology.
5+ YOEBachelor's degree or equivalent experience, 5+ years in IT/digital transformation/automation or healthcare operations, experience with HIPAA/FedRAMP/NIST, enterprise AI platform experience, strong communication and change management skills.
Microsoft Copilot, Azure OpenAI, ChatGPT Enterprise, Microsoft 365 Copilot, Azure AI Services, Microsoft Power Platform, Power Platform, Robotic Process Automation (RPA), APIs
2mo
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Data & AI Engineering Lead
Oak Brook, Illinois, United States
HybridFull Time
Intelligent Generation
Intelligent Generation: Software platform for managing battery and renewable energy assets.
8+ YOE8+ years in data/ML/AI engineering or technical data product leadership; strong GCP and Python experience; experience with production data pipelines, RAG/LLM integration, vector search, and agent governance.
GCP, BigQuery, Pub/Sub, Dataflow, Cloud Storage, Vertex AI, Python, LLM, vector search, Retrieval-Augmented Generation (RAG)
2w
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AI Compute Sales Lead
Chicago or North America
RemoteFull Time
Parallel Works
Parallel Works: Unified control plane for managing hybrid HPC and AI workloads.
5+ YOE5+ years selling infrastructure/cloud/GPU capacity or AI platform software, quota attainment, GPU capacity economics knowledge, technical discovery skills, partner/co-selling experience, and ability to generate outbound pipeline.
Slurm, Kubernetes
2w
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Lead AI Delivery Coach
Chicago or Irving or Edina
$118k-$206k/yr OnsiteFull Time
Vizient
Vizient: Healthcare performance improvement and group purchasing organization.
7+ YOE5+ Mgmt7+ years leading enterprise Agile/AI delivery and transformation, 5+ years leading cross-team initiatives, experience with governance, coaching, and executive advising; bachelor’s preferred.
2mo
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Data & AI Delivery Lead
Hartford or Charlotte or Chicago
$156k-$234k/yr HybridFull Time
The Hartford
The HartfordNYSE: HIG: Provides business and personal insurance, group benefits, and investments.
15+ YOE15+ years leading complex technology delivery with Agile leadership, stakeholder management, delivery tooling (Rally), and experience in data & analytics and cloud migration (AWS, Snowflake). Strong communication and program execution skills required.
AWS, GCP, Snowflake, ETL/ELT, BI, Agentic solutions, graph database solutions, CI/CD, DevOps, Rally, dashboards, SDLC, GenAI
2mo
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AI Engineering Enablement Lead
Chicago, Illinois, United States
$200k/yr OnsiteFull Time
Optiver
Optiver: Global market maker providing liquidity to financial markets.
Lead AI education and enablement across trading, technology, and operations; design training and train-the-trainer programs; build partnerships; define impact metrics; technically hands-on with AI systems; legal U.S. work authorization required.