Top AI Specialist Jobs in Chicago, IL

Design, develop, and deliver AI upskilling programs and materials, coach teams and leaders on applying AI, consult with stakeholders to identify learning needs, run pilots, measure impact, and embed AI into workflows and talent strategy across the organization.

Evaluate and improve AI-generated English (US) text for grammar, linguistic accuracy, and cultural appropriateness. Provide rewritten responses, create natural prompts and responses, perform preference ranking and grammaticality checks, and deliver clear constructive feedback while collaborating with global teams to enhance conversational AI datasets.

Provide deep technical sales support for Red Hat AI across North America: remove adoption blockers, architect AI systems, design data and ML pipelines, lead pre/post-sales technical deep dives and proofs of concept, collaborate with product and engineering, and present executive-facing business value and community outreach to drive platform adoption.

The AI Implementation Specialist analyzes client workflows, identifies automation opportunities, designs and implements AI-driven solutions to enhance business efficiency and productivity.

Design, build, and deploy production AI systems and integrations (LLM-based) for law-firm clients. Create connectors, automation workflows, agents, and enablement programs, embed AI into client processes, and support internal AI adoption.

PhD-level physicists will design challenging graduate-level physics problems and contribute high-quality datasets to improve AI model reasoning, ensuring scientific rigor and consistency while collaborating remotely and asynchronously.

PhD-trained STEM experts will design challenging domain-specific problems and datasets to improve large language model reasoning and accuracy. Work remotely, collaborate asynchronously, review and refine technical content, and adhere to structured guidelines. Ongoing independent-contractor role, 15–20 hours/week (up to 40), paid weekly.

Partner with research teams to design and evaluate complex, real-world operations tasks and solutions, provide actionable feedback, and improve LLM performance by contributing high-quality training and evaluation data.

Apply deep management consulting and corporate strategy expertise to improve generative AI LLMs: identify knowledge gaps, create annotation standards and evaluation rubrics, review consulting tasks, provide feedback, and collaborate with research teams to boost model reasoning and performance.

Provide supply chain, procurement, manufacturing, and logistics domain expertise to improve generative AI training data: create annotation standards, design real-world tasks, evaluate outputs, and collaborate with research teams to close knowledge gaps and improve model performance.

Design realistic, specialty-specific clinical case scenarios and gold-standard attending-level responses, evaluate and grade AI-generated outputs using structured rubrics, provide detailed written feedback to improve model clinical reasoning, and participate in onboarding, calibration, and review sessions in a fully remote, asynchronous contractor role (~20 hours/week).

The AI Operations Specialist will support CoinMarketCap's AI team by conducting feature evaluations, developing tools and automations, managing outreach, and collaborating with internal stakeholders to enhance AI operations.

The AI/Machine Learning Specialist designs and implements AI solutions, collaborates with cross-functional teams, and continuously improves ML processes.

As an AI Operations Specialist, you will evaluate AI model outputs, annotate data, and ensure the quality and effectiveness of Fetch's AI systems, using tools like ChatGPT and Google Sheets.