> Markdown version of [/jobs/ext/3041069-sr-ai-engineer](https://www.wearedevelopers.com/jobs/ext/3041069-sr-ai-engineer). Every page supports `.md` or `Accept: text/markdown`. Links point to the HTML versions so they work for humans too. Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Sr AI Engineer - **Company:** Insight Global - **Location:** Chicago, IL, United States - **Experience:** Expert - **Contract:** Permanent contract - **Skills:** Artificial Intelligence, Amazon Web Services, Computer Programming, Python (Programming Language), Named Entity Recognition, Software Engineering, Systems Integration, Large Language Models, Snowflake, Multi-Agent Systems, Prompt Engineering, Information Technology - **Published:** September 23, 2026 - **Apply:** https://www.chicagocareersite.com/job.asp?id=3401607786&tx=CT323TYI&pt=1&aff=0B19D771-A501-4A5E-8338-2A822B784D54&utm_source=Job%20Feed&utm_medium=textkernel&utm_campaign=DE&utm_term=0B19D771-A501-4A5E-8338-2A822B784D54 ## About the Role Either: A Bachelor's or Master's degree in Computer Science, Engineering, or related field OR Equivalent demonstrated experience 7-10+ years of relevant professional experience in software engineering, with increasing seniority 3+ years of professional experience in applied AI (building agents, MCP servers, context/harness engineering) Proven experience building and deploying AI solutions in production environments, including familiarity with agent frameworks and a clear understanding of what they do and why they matter Hands-on experience building tools and integrations for LLM-based systems Deep proficiency in context engineering including prompt design, retrieval strategies, and memory/context management Demonstrated ability to work directly with non-technical stakeholders to scope AI opportunities and define technical requirements Strong programming skills (language agnostic, Python strongly preferred) Experience with LLM evaluation, observability, and benchmarking as core engineering practice Ability to work independently, manage ambiguity, and deliver results without close oversight Track record of setting technical standards, leading design/architecture reviews, and mentoring engineers. This role carries a formal technical leadership expectation Strong written and verbal communication skills, particularly the ability to explain complex AI concepts to non-technical audiences You'll really stand out if you have: 10-15+ years of overall professional experience, including 5+ years in applied AI Experience in a consulting, platform, or internal services capacity and experience managing multiple workstreams Prior experience owning an AI scoping or discovery practice, not just executing against pre-defined specs Familiarity with AWS and/or Snowflake in a production context Experience with NLP tasks such as summarization, classification, or entity extraction and their application in agentic contexts Contributions to AI strategy, roadmap definition, or architectural decision-making at an organizational level ## Description As a Senior AI Engineer, you will play a central role in integrating AI into our core operations and developing AI-native products. You'll own the full lifecycle of AI initiatives from sitting with business stakeholders to scope and discover opportunities through to hands-on design, development, and deployment of production-grade systems. You won't just be building agents; you'll develop and define reusable services for agents across Cboe. This is a high-ownership, high-impact role for someone who wants to operate independently, translate organizational strategy into concrete technical outcomes, and bring others along with them. You'll be expected to work independently and consider the impact of technology on strategy. You'll bring both deep technical expertise and strong communication skills. In addition to pushing our AI initiatives forward, you'll mentor other engineers on the team and help establish the standard for how we build AI at Cboe. Your responsibilities will be Design, build, and deploy production-ready AI agents and agentic systems across Cboe's internal platforms and workflows. Own scoping and discovery for AI initiatives - partnering directly with non-technical business stakeholders to understand needs and convert them into well-defined technical solutions. Build and enhance Cboe's agentic control plane. Apply context engineering principles (prompt design, memory architecture, retrieval strategy) to build reliable, high-performing AI systems. Establish and uphold best practices for agent development, evaluation, and production observability. Drive architecture and design decisions for agentic systems, owning tradeoffs across scalability, reliability, and risk across multiple teams. Design and implement benchmarking and evaluation frameworks to measure and continuously improve AI system performance. Translate Cboe's AI strategy into executable, prioritized technical work. Lead technical design reviews and mentor engineers across the team, setting the standard for how AI systems are built at Cboe. Produce clear technical documentation including scoping artifacts, design specs, and testing criteria. ## Related Videos - [How Cisco embraced a DevOps culture within its network engineering team](https://www.wearedevelopers.com/videos/99-how-cisco-embraced-a-devops-culture-within-its-network-engineering-team) - [Same Words, Different Worlds: Who's in Control?](https://www.wearedevelopers.com/videos/2071-same-words-different-worlds-who-s-in-control) - [Containers in the cloud - State of the Art in 2022](https://www.wearedevelopers.com/videos/410-containers-in-the-cloud-state-of-the-art-in-2022) - [On a Secret Mission: Developing AI Agents](https://www.wearedevelopers.com/videos/1510-on-a-secret-mission-developing-ai-agents) - [Coffee with Developers - Maria Apazoglou](https://www.wearedevelopers.com/videos/1209-coffee-with-developers-maria-apazoglou) - [Hacking AI at the Edge of the Indian Ocean](https://www.wearedevelopers.com/videos/100177-hacking-ai-at-the-edge-of-the-indian-ocean) ## Related Articles - [How to Become an AI Engineer](https://www.wearedevelopers.com/magazine/331-how-to-become-an-ai-engineer) - [What Are Large Language Models?](https://www.wearedevelopers.com/magazine/304-what-are-large-language-models) - [What Industries Outside of AI Are Hiring The Most AI Experts?](https://www.wearedevelopers.com/magazine/98-what-industries-outside-of-ai-are-hiring-the-most-ai-experts) - [From Prototype to Production: Build AI Agents with This Free 4-Course Learning Path](https://www.wearedevelopers.com/magazine/655-from-prototype-to-production-build-ai-agents-with-this-free-4-course-learning-path) - [MLOps And AI Driven Development](https://www.wearedevelopers.com/magazine/82-mlops-and-ai-driven-development) - [Got AI ideas but no money? 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