Digital Learning AI Enablement Lead
Job in
Chicago, Cook County, Illinois, 60290, USA
Listed on 2026-10-11
Listing for:
Sidley Austin LLP (IL LLP)
Full Time
position Listed on 2026-10-11
Job specializations:
-
Education / Teaching
AI Business & Operations, Adult & Continuing Education
Job Description & How to Apply Below
The Digital Learning AI Enablement Lead designs, builds, and maintains AI-assisted workflows that enhance the development, delivery, and measurement of learning and technology adoption programs across the Firm. As an emerging expert in AI-assisted learning solutions, the Lead combines knowledge of instructional design, adult learning principles, and learning technology with hands‑on technical expertise to improve repeatable processes, develop reliable and documented workflows, and support the effective use of AI tools across the Digital Learning team and broader Learning & Development function.
Dutiesand Responsibilities
- Design, build, test, and maintain AI-assisted workflows, tools, and automations that improve the development, delivery, and measurement of learning and technology adoption programs.
- Partner with Digital Learning team members to identify appropriate opportunities for AI-enabled process improvement, define requirements, develop solutions, and refine workflows based on business needs and user feedback.
- Review AI-generated learning content, including outlines, scripts, job aids, assessments, and course descriptions, to ensure instructional soundness, accuracy, consistency, and alignment with Firm standards.
- Apply instructional design and adult learning principles to AI-assisted solutions and maintain the content standards, templates, and conventions used to support consistent learning outputs.
- Document AI-assisted workflows, including required inputs, processes, expected outputs, limitations, and appropriate use, enabling team members to use solutions effectively and independently.
- Maintain the team's library of AI-assisted tools and workflows, monitoring utilization and effectiveness and recommending improvements, replacements, or retirement as technologies, source data, and Firm platforms evolve.
- Provide guidance, coaching, troubleshooting, and working sessions to Learning & Development colleagues on the effective and appropriate use of AI tools and techniques.
- Facilitate AI enablement workshops and digital learning programs through classroom and virtual instruction, software demonstrations, workshops, and individual coaching, incorporating feedback to improve effectiveness.
- Develop and maintain reporting on learning and technology adoption activity, including completion, utilization, engagement, and learner feedback, to support evaluation and continuous improvement.
- Collaborate with colleagues across Learning & Development, Data & AI, IT, Knowledge Management, and other functions to support alignment with Firm AI initiatives and contribute to related learning projects as business needs evolve.
- Bachelor’s degree or equivalent work experience.
- Minimum of five years of experience in learning and development, instructional design, learning technology, or a related field.
- Minimum of one year of hands‑on experience designing, building, testing, documenting, and maintaining AI-assisted workflows intended for use by others.
- In‑depth knowledge of instructional design, adult learning principles, and learning technology.
- Demonstrated experience using generative AI tools, such as ChatGPT, Claude, or Copilot, including prompt design, workflow development, output evaluation, and assessment of appropriate AI use cases.
- Strong data analysis and reporting skills, including advanced proficiency in Microsoft Excel and proficiency with Microsoft Office applications.
- Strong written communication skills, including the ability to develop clear documentation and instructions for end users.
- Experience administering or reporting from a learning management system;
Cornerstone OnDemand preferred. - Experience with scripting, APIs, structured data, or low‑code automation…
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