Top AI Jobs in Chicago, IL

Design and operate AI agents and decision-support systems for GTM workflows. Embed in field motions, translate stakeholder research into prioritized backlogs, ship and iterate on production solutions, monitor adoption and quality, and scale reusable intelligence across revenue teams.

Lead Enterprise AI product strategy for Associate Experience, unify AI initiatives, set governance and roadmaps, drive adoption via enablement and standardized interaction patterns, and manage cross-functional alignment and a product team integrating AI agents and core services.

Lead design and execution of enterprise AI enablement programs for customer-facing teams. Manage needs assessments, instructional design, program measurement, stakeholder engagement, vendor partnerships, and coach ID team members to drive AI adoption and business outcomes.

Lead product management activities for commercial and internal software products across the lifecycle. Support large enterprise software implementations and program delivery, maintain program controls, report on risks and finances, mentor junior staff, manage stakeholder relationships, and align project objectives with strategic goals while driving continuous improvement.

Design, build, and deploy AI and machine learning solutions at scale. Develop data pipelines and scalable models, perform data wrangling and analysis, apply NLP and neural networks, collaborate with clients and teams, and contribute to open-source and iterative improvement of AI systems.

Lead technical direction and architecture for DAP Repository Flows, design and ship autonomous and scheduled agents that operate on customer repositories, improve DAP onboarding, collaborate across teams on platform interfaces, mentor engineers, and solve high-scale technical problems to raise engineering quality.

Lead design, build, and deploy of large-scale data platforms for LLMs, RAG, and agentic AI systems. Hands-on coding, architecting fault-tolerant pipelines, establishing MLOps/DataOps best practices, mentoring engineers, and operationalizing research into production across Exabyte-scale distributed systems.

Lead the Registry design org end-to-end: set UX vision, KPIs, and quality standards; ship cross-platform web and mobile experiences; embed AI-native workflows; prototype and contribute production-quality interfaces; run generative and evaluative research; scale design systems; partner with PMs, engineers, and analytics; and hire, develop, and manage a high-performing team of product designers.

Design, build, test, deploy, monitor, and maintain production LLM-based agentic solutions for Commercial Customer Success. Integrate agents with CRMs and Samsara systems, define evaluation frameworks and success metrics, implement automated tests and monitoring, iterate on models and prompts, and demonstrate impact on customer outcomes and retention.

As a Staff AI Engineer, you'll lead AI product development, overseeing technical direction, system deployment, and model evaluation while collaborating across teams.

The role involves designing AI systems for mental healthcare, focusing on building scalable, production-grade systems that enhance patient engagement and clinical operations. Responsibilities include setting technical standards and ensuring safety and reliability while working with advanced AI technologies.

Lead cross-functional programs to transform customer support with AI-powered automation, agent tooling, analytics, and vendor evaluations. Define roadmap, size opportunities, set success metrics/OKRs, manage dependencies, and drive rollout/change management while partnering with Product, Engineering, Analytics, and Operations to deliver measurable CX improvements.

Own and improve the AI Social render pipeline and agent loops that generate on-brand Instagram carousels and reels. Build prompts, structured outputs, tool-calling, and media composition to ship high-quality generative image, video, voice, and music products in collaboration with product, design, and content strategy.

Build and operate Coinbase's LLM and agent platform: unified model gateway, AI Hub, secure microVM agent runtime, knowledge base integrations, AI FinOps, observability and evaluation tooling, and production-grade agent deployments with teams across the company.

Manage, coach, and develop a team of 10–12 BDRs to hit activity, pipeline, and quota targets. Build and standardize BDR motions with Marketing and Sales, own hiring/onboarding/ramp, report performance, and partner cross-functionally to translate field insights into campaigns. Drive data-informed coaching and performance management to generate pipeline and revenue.

As a Staff Product Designer at FloQast, lead design strategy for AI-driven product capabilities, mentor teams, and ensure design consistency across platforms while enhancing user experiences and stakeholder communication.

Lead and build Deepgram's AI enablement function: prototype and ship reusable agents, MCP servers, paved-road workflows, prompt and retrieval patterns, and an enablement hub. Drive company-wide AI adoption with measurable productivity metrics, embed safe-use guardrails, partner across Platform, Security, Data, and People Ops, and grow a central team and distributed champions network.

Lead end-to-end delivery of ML infrastructure and AI tooling programs, defining architecture and rollout strategies for training, serving, and monitoring. Coordinate research, engineering, product, and data teams to optimize inference cost/latency, build internal tools for experiment tracking and model versioning, and resolve bottlenecks to enable faster, scalable ML deployments.

Design, build, and operate agentic AI systems end-to-end for Professional Services. Translate stakeholder needs into secure, scalable multi-agent architectures, define performance benchmarks, manage deployments and incident response, advise leadership, mentor teammates, and maintain runbooks and production tooling including on-call responsibilities.

Lead and scale GM's enterprise Privacy and AI governance operations: build workflows, training, metrics, reporting, and documentation; operationalize AI impact assessments and governance platform; drive continuous improvement, automation, and cross-functional stakeholder alignment to strengthen privacy and responsible AI program maturity.

Lead and scale the Enterprise AI & Digital Natives sales segment in the NYC region. Own revenue targets, recruit and mentor a field sales team, advise CTOs and engineering leaders on Cloudflare solutions (Workers AI, R2, network security), drive new logo acquisition and account expansion, partner with Product/Customer Success/Solutions Engineering for go-to-market execution, and personally help close complex, high-value enterprise deals.

The Principal AI/ML Engineer will develop machine learning models for campaign optimization in AdTech, collaborating across engineering and product teams to enhance advertising capabilities.

Lead product management for Domino's AI Factory, enhancing MLOps capabilities, driving innovations, and integrating governance in model development. Engage with enterprise clients and maintain high product quality standards.

Lead enterprise business development for Pharma Services, targeting large pharma. Drive pipeline, design consultative solutions linking Biological Modeling and Studies to R&D needs, manage forecasts in Salesforce, build executive relationships, collaborate cross-functionally with scientific teams, and inform product evolution to meet commercial targets.

Hands-on technical leader who designs, builds, and deploys production-grade AI automation and agentic workflows. Responsibilities include rapid prototyping, RAG and document-intelligence systems, API integrations, orchestration, monitoring, reusable AI assets, and mentoring a small engineering team to deliver frequent releases and measurable business impact.