Top Prompt Engineering Jobs in Chicago, IL

Lead strategy and tooling for prompt design, agentic workflows, and LLM application architectures. Define standards, design RAG pipelines, build evaluation frameworks and developer libraries, establish safety guardrails, collaborate on model co-design and fine-tuning, conduct red-teaming, mentor teams, and optimize latency, cost, and reliability for production LLM systems.

Design, author, and iteratively optimize LLM evaluation prompts for Five9 AQM; define evaluation scope and pass/fail criteria with customers; select and analyze call samples; measure precision/recall; maintain a versioned prompt library; collaborate with QA and implementation teams; debug prompt failures; develop standards, templates, and support pre-sales demonstrations.

Lead and establish Five9s AQM Prompt Engineering practice: define methodology and standards, build reusable prompt libraries, mentor a small team, lead complex customer engagements, validate prompts with sampling and precision/recall analysis, collaborate with product and pre-sales, and deliver training and enablement for prompt-driven QM deployments.

Design, test, and document prompts and prompt libraries to optimize AI language model outputs. Collaborate with product, data, and ML engineers to integrate prompt solutions, run A/B experiments, measure performance, and maintain versioned documentation. Support TIBCO-specific implementation and stay current on AI/NLP techniques.

As an AI Prompt Engineer, you'll develop prompt templates, conduct A/B tests, collaborate with trainers, and maintain prompt libraries for generative AI applications.