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Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # AI Enablement Services Lead - **Company:** Applied Systems - **Location:** Chicago, IL, United States - **Experience:** Expert - **Salary:** $140,000.0 - $180,000.0 - **Contract:** Permanent contract - **Skills:** Artificial Intelligence, Software as a Service, Data Mapping, Data Migration, Retrieval-Augmented Generation, Large Language Models, Prompt Engineering - **Published:** June 25, 2026 - **Apply:** https://www.dice.com/job-detail/df9fb7c9-59b2-47b2-a63d-e6118ae93e94 ## About the Role * The "Hybrid" Mindset: A rare blend of Professional Services operational excellence and a deep understanding of AI/LLM capabilities. * Technical Fluency: Familiarity with the AI landscape (Prompt Engineering, Agentic Frameworks like LangChain/AutoGPT, and RAG architectures). You don't need to be a developer, but you must speak "Engineer." * Change Management: Proven ability to lead teams through digital transformation. People are often wary of automation; you need to sell the "augmentation" story. * Process Engineering: Experience in Six Sigma, Lean, or specialized PS frameworks (like TSIA) is a major plus. * Industry Context: Experience in InsurTech or complex SaaS migrations is highly preferred. We know that talent comes from all backgrounds and experience levels. We encourage military members and their spouses as well as candidates without a degree or a background in tech to apply! ## Description We're searching for a AI Enablement Services Lead to join our Professional Services team (Implementation, PMO, Data, Customer Success) in a hybrid location from our Chicago office. As the AI Enablement Services Lead, you will be the architect of the "Next-Gen Professional Services" organization. You are responsible for identifying, building, and deploying AI-driven capabilities-including agentic workflows and automated enablement tools-that empower our delivery teams. Your goal is to transform how we implement software and manage customer success by injecting AI into the "connective tissue" of our operations to drastically improve speed, quality, and capacity. To keep us headed in the right direction, we're looking for people who understand winning is a team sport, who value and seek to learn from our team's diverse experiences and backgrounds, who welcome a challenge and take risks in the pursuit of creating better outcomes for our customers, and who can, at any given time, step back to laugh and have some fun. What You'll Do * Agentic Strategy & Deployment: Design and oversee the development of "AI Agents" (agentic workers) to handle repetitive tasks within Data Migration, Project Management, and Implementation. * PS Lifecycle Automation: Analyze the end-to-end delivery journey to identify friction points. Build AI solutions to automate documentation, risk identification in project health, and data mapping. * Enablement & Adoption: Create the "AI Playbook" for the Professional Services team. Ensure Implementation Consultants and Customer Success Managers (CSMs) are not just using AI, but are proficient in leveraging it to provide higher-value strategic consulting. * Quality & Speed Optimization: Utilize LLMs and RAG (Retrieval-Augmented Generation) to provide real-time guidance to delivery teams, ensuring a "gold standard" of implementation regardless of the consultant's tenure. * Cross-Functional Collaboration: Partner with Product and Engineering to ensure the internal AI tools for PS align with the broader Applied Systems product roadmap., Our candidates' personal information and online safety are top of mind for us. At Applied, we proactively protect your personal information and only communicate with candidates via a secure @appliedsystems.com email or through our official careers portal. Recruiters will never request payments, ask for financial account information or sensitive information like social security numbers. ## Related Videos - [Web-based Information Visualization](https://www.wearedevelopers.com/videos/84-web-based-information-visualization) - [Swapping a Data Warehouse at Runtime: Zero-Downtime Migration Without Changing a Single Client](https://www.wearedevelopers.com/videos/100311-swapping-a-data-warehouse-at-runtime-zero-downtime-migration-without-changing-a-single-client) - [Same Words, Different Worlds: Who's in Control?](https://www.wearedevelopers.com/videos/2071-same-words-different-worlds-who-s-in-control) - [AI-Enabled Organisations: From Strategy to Practice](https://www.wearedevelopers.com/videos/100171-ai-enabled-organisations-from-strategy-to-practice) - [Launching a marketplace on-time: A lesson in taking shortcuts using spreadsheets!](https://www.wearedevelopers.com/videos/477-launching-a-marketplace-on-time-a-lesson-in-taking-shortcuts-using-spreadsheets) - [Why Your AI Agent Keeps Hallucinating Your Data: Building Deterministic Context Layers](https://www.wearedevelopers.com/videos/2055-why-your-ai-agent-keeps-hallucinating-your-data-building-deterministic-context-layers) ## Related Articles - [How to Become an AI Engineer](https://www.wearedevelopers.com/magazine/331-how-to-become-an-ai-engineer) - [Stephan Gillich - Bringing AI Everywhere](https://www.wearedevelopers.com/magazine/489-stephan-gillich-bringing-ai-everywhere) - [Navigating the AI Shift](https://www.wearedevelopers.com/magazine/629-navigating-the-ai-shift) - [Transforming Software Development: The Role of AI and Developer Tools](https://www.wearedevelopers.com/magazine/527-transforming-software-development-the-role-of-ai-and-developer-tools) - [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) - [Coffee with Developers - Maria Apazoglou - Making AI understandable for all in production](https://www.wearedevelopers.com/magazine/475-coffee-with-developers-maria-apazoglou-making-ai-understandable-for-all-in-production)