Customer Experience Technology Specialist - AI & Copilot CaterpillarCustomer Experience Technology Specialist - AI & CopilotChicago, IL$97,530–$158,480 / yearJob Summary: Caterpillar Customer Support is seeking a Customer Experience Technology Specialist- AI & Copilot for our Microsoft Dynamics 365 application (Contact Center, Sales, Customer Service) who combines hands-on Microsoft Copilot development expertise and Power Platform with omnichannel experience and skills. With over 1.5 million connected assets worldwide, our teams use data, technology, advanced analytics, telematics and AI capabilities to help our customers build a better, more sustainable world.
Co-Founder & CEO - AI Communication Agents for Freight & Logistics FutureSightCo-Founder & CEO - AI Communication Agents for Freight & LogisticsChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. HawkAI deploys always-on, multi-channel "AI workers" that autonomously manage high-volume freight communications across calls, texts, and emails, integrating directly with core freight systems including TMS, load boards, and broker/carrier databases.
Co-Founder & CEO - AI Accounting Agents for CPA Firms FutureSightCo-Founder & CEO - AI Accounting Agents for CPA FirmsChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. Crossfoot is agentic accounting for small-to-mid CPA firms; a segment where accountant shortages are structural, client intake is capped by production headcount, and the manual close and tax prep workflow consumes the majority of senior staff capacity.
AI Engineer Diverse Lynx, LLCAI EngineerChicago, ILYou will design scalable data science products, translate sophisticated analytical findings into actionable insights, and guide data scientists in delivering high-quality solutions that improve clinical, operational, and economic outcomes. Design and prototype agentic AI workflows leveraging large language models (LLMs), retrieval systems, structured data, APIs, tools, and business rules to automate complex business processes.
NewAI Architect - GTM Systems SamsaraAI Architect - GTM SystemsChicago, ILRemoteLead architectural design for the highest-complexity GTM systems — multi-system integrations, enterprise-scale agentic workflows, real-time event processing, and cross-platform data orchestration across Salesforce, NetSuite, Marketo, and custom data stores. As Lead AI Architect, GTM Systems, you will set the technical vision for how Samsaras GTM technology organization builds AI-powered automation: from low-code platforms that put power in the hands of operators, to custom agentic pipelines that tackle the most complex GTM workflows.
Technical Co-founder (CTO) - AI Legal Front Desk FutureSightTechnical Co-founder (CTO) - AI Legal Front DeskChicago, ILRemoteStrongly preferred: prior founder or early-stage technical leadership experience; background in legal tech, healthcare, or another trust-sensitive vertical; capability to self-host custom models to meet legal and privacy needs. In return for that level of commitment, you receive founder-level equity, founder-level authority with co-decision rights on product, technology, hiring, fundraising, and strategy, and a genuine partnership with the CEO on every material decision.
Technical Co-founder (CTO) - AI Collections Agent FutureSightTechnical Co-founder (CTO) - AI Collections AgentChicago, ILRemoteIn return for that level of commitment, you receive founder-level equity, founder-level authority with co-decision rights on product, technology, hiring, fundraising, and strategy, and a genuine partnership with the CEO on every material decision. Finance teams at B2B companies lose cash the same way every month: an invoice ages past 45 days, someone sends an email, no reply, someone calls, voicemail, they call again next week, still nothing.
NewAI Governance and Compliance Engineer / Lead VeeRteq Solutions Inc.AI Governance and Compliance Engineer / LeadChicago, ILYou will use Digital Experience Monitoring (DEM) and data insights to identify issues, drive improvements, and enhance the overall employee experience while partnering across Infrastructure, Operations, and business teams . Experience managing internal technology products or enterprise platforms within digital workplace or IT service environments (e.g., Microsoft 365, endpoint management, ServiceNow, or Ivanti) required.
Director of Digital Customer Experience & AI Innovation Verizon Communications IncDirector of Digital Customer Experience & AI InnovationRolling Meadows, IL$161,000–$280,000 / yearThe "Tech-Touch" Playbook: Expertise in designing automated customer-impacting workflows that feel highly personalized and intuitive, shifting away from human-dependent models to tech-touch platforms. Data Partnerships: Partner directly with Data Engineering leadership to define CX business requirements for customer data, ensuring backend data models are "AI-ready" and capable of triggering intelligent customer interventions.
AI Engineer WorldpacAI EngineerOakbrook, Illinois$100,000–$130,000 / yearFull timeBuild API services (FastAPI) integrating with enterprise systems (AS400/IBM i, Salesforce, Oracle, etc.) and Snowflake dataStay on top of GenAI research, LLM fine-tuning techniques, and agentic design patterns to continually evolve our internal capabilities. Architect and develop prototype agents using private ChatGPT instances, Azure OpenAI, Anthropic Claude, and open-source LLMs.
Lead Software Engineer, Gen AI Caterpillar IncLead Software Engineer, Gen AIChicago, IL$128,470–$208,770 / yearSoftware Development Life Cycle: Knowledge of software development life cycle; ability to use a structured methodology for delivering and managing new or enhanced software products to the marketplace. Cat Digital is the digital and technology arm of Caterpillar Inc., leveraging the latest technologies to build industry leading digital solutions for our customers and dealers.
Portfolio Delivery Manager - Enterprise CRM & Global Banking AI Bank of AmericaPortfolio Delivery Manager - Enterprise CRM & Global Banking AIChicago, IllinoisThis role serves as the primary technology engagement lead for senior business partners and is responsible for aligning business demand, technology strategy, execution, and Model Risk Management (MRM) across a complex, multi‑platform portfolio. US - CA - Westlake Village - 31303 Agoura Rd - 31303 Agoura Road (CA6917), US - IL - Chicago - 540 W Madison St - Bank Of America Plaza (IL4540), US - NJ - Pennington - 1500 American Blvd - Hopewell Bldg 5 (NJ2150).
AI Architect rSTAR Technologies.AI ArchitectWestmont, IllinoisPosition Name:- AI Lead Architect · Client and the Project we are hiring for:- Molex · Replacement or a new role:- New · If Replacement then of who:- NA · Project Manager:- TBD · Duration of Project:- · Interview panelist: · Level 1: - Randhir & Twinkle · Level 2:- Abraham · Level 2:- Vivek · Reporting Manager:- · Team Members if the incumbent will be responsible to manage:- · FTE/CONTRACT:- FTE · Location:- Onshore Job Description- We are seeking a skilled and experienced AI Lead with a strong background in AI development, Azure services, and OpenAI technologies. rSTAR is a full-service specialized system integrator built to transform leaders in the asset-intensive industries (Manufacturing, Utilities, and Construction) into business value all-stars by focusing on digital transformation initiatives.
AI Engineering Manager Chamberlain GroupAI Engineering ManagerOak Brook, IllinoisEngineering teams in this role are responsible for the real-time data serving infrastructure that powers personalized, low-latency experiences; the agentic interface and LLM orchestration layer that enables intelligent interactions with customers; and the machine learning models that detect anomalies and surface insights to keep customers informed and in control of their connected home. Operate fluidly as a first-line or second-line manager depending on project needs — directly managing engineers when hands-on delivery leadership is required, and leading through senior engineers who manage their own teams in steadier execution phases.
Director of AI Solutions Tyree and D'Angelo PartnersDirector of AI SolutionsChicago, ILPartner with leadership teams to identify AI and data-driven value creation opportunities – executive's initial focus will be on developing internal TDP AI-driven capabilities, followed by expanded work in assisting TDP portfolio company with AI topics and workflows. TDP's track record of building high-growth and lower-risk companies is centered on an investment thesis–driven, buy & build strategy based on tested methods of value creation and a true partnership approach with executives and business owners.
Senior AI Engineer OneStream SoftwareSenior AI EngineerChicago, ILRemote$131,000–$170,000 / yearIt's the only enterprise finance platform that unifies financial and operational data, embeds AI for better decisions and productivity, and empowers the CFO to become a critical driver of business strategy and execution. In this position, you will also play a key leadership role, collaborating with cross-functional teams including Solution Engineering, AI Delivery, and Cloud Engineering.
Associate AI Engineer OneStream SoftwareAssociate AI EngineerChicago, ILRemote$87,000–$116,000 / yearIt's the only enterprise finance platform that unifies financial and operational data, embeds AI for better decisions and productivity, and empowers the CFO to become a critical driver of business strategy and execution. Our AI solutions incorporate applications across the AI and machine learning spectrum, including (but not limited to) time series forecasting, anomaly detection, and natural language processing.
AI Engineer OneStream SoftwareAI EngineerChicago, ILRemote$95,000–$133,000 / yearIt's the only enterprise finance platform that unifies financial and operational data, embeds AI for better decisions and productivity, and empowers the CFO to become a critical driver of business strategy and execution. Our AI solutions incorporate applications across the AI and machine learning spectrum, including (but not limited to) time series forecasting, anomaly detection, and natural language processing.
Healthcare Consulting Director - Workforce Automation And AI Huron Consulting GroupHealthcare Consulting Director - Workforce Automation And AIChicago, IL$170,000–$215,000 / yearAs the Healthcare Consulting Director Lead in Workforce AI / Automation Advancement you will: Identify, shape, and scale innovative technology-enabled service offerings within a consulting firm environment, leveraging emerging tools such as AI, automation, and digital platforms to broaden the firm's capabilities, drive operational efficiency, and enhance value delivery for healthcare clients. Expertise in driving operational change through digital and AI technologies, supporting clients in developing and implementing technology-enabled strategies (e.g., ambient listening AI/scribing, AI driven workforce intelligence, virtual nursing) to optimize operations in the healthcare setting.
Lead Technology Product Manager, Clinical AI Workflows Wolters KluwerLead Technology Product Manager, Clinical AI WorkflowsChicago, IL$128,900–$226,050 / yearWorking under product leadership, you will own discovery and delivery for defined capabilities; partner across clinical, technical, design, customer-facing, operational, and commercial teams; and help translate complex workflow needs into practical, responsible AI product experiences. As healthcare organizations adopt AI at scale, we are building tools that fit naturally into care delivery -- supporting clinical judgment, reducing friction, and helping care teams work more effectively.