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AI Learning and Development Manager

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: CYNET SYSTEMS
Full Time position
Listed on 2026-10-28
Job specializations:
  • Education / Teaching
    AI Business & Operations
  • IT/Tech
    AI Business & Operations
Salary/Wage Range or Industry Benchmark: 65 - 70 USD Hourly USD 65.00 70.00 HOUR
Job Description & How to Apply Below
Pay Range: $65.00hr - $70.00hr Job Overview:
The role will primarily be responsible for facilitating learning experiences and coordinating the deployment and logistics of training related to various AI topics. This role will support training and resources for tools such as Microsoft Copilot and Claude, enablement of the AI Champions network, tool-agnostic AI learning, manager toolkits, and other emerging AI capability-building priorities. The candidate may also contribute to the creation and design of learning resources, as well as the ongoing maintenance and enhancement of existing AI programs and materials.

Responsibilities:
Facilitate engaging virtual, in-person, and hybrid learning sessions related to enterprise AI tools, responsible AI practices, and broader AI capabilities. Deliver training for Microsoft Copilot, Claude, and other enterprise AI tools related to features and capabilities of each tool, as well as to help learners explore function- and role-specific use case applications. Organize and facilitate tool-agnostic learning experiences that help employees build practical AI skills and apply AI effectively in their day-to-day work.

Provide clear, confident, and accessible explanations of AI concepts and tools to audiences with varying levels of technical knowledge. Support live demonstrations, question-and-answer sessions, and hands-on learning activities. Coordinate the deployment of AI learning programs, sessions, and events, including scheduling, registration, participant communications, virtual connectivity, and production support. Manage pre-, during-, and post-session logistics for learning experiences. Maintain program calendars, delivery schedules, participant lists, trackers, and other deployment documentation.

Coordinate with internal stakeholders, technology partners, vendors, and regional or zone learning teams to support successful delivery. Support the effective deployment of new or updated learning resources as AI tools, features, and organizational priorities evolve. Support the onboarding, development, and ongoing engagement of the AI Champions network. Coordinate Champion learning sessions, communications, resources, events, and community activities. Equip Champions with practical tools and resources that help them promote responsible AI adoption within their teams and functions.

Gather feedback and insights from Champions to identify emerging needs, adoption barriers, and opportunities for additional enablement. Maintain Champion resources, participation records, communications, and engagement trackers. Support the creation, design, and enhancement of AI learning resources, including facilitator guides, participant materials, job aids, quick-reference guides, presentations, and digital learning content. Develop and maintain manager toolkits that help people leaders guide responsible and effective AI adoption within their teams.

Review and update existing learning materials to reflect changes to AI tools, features, policies, and recommended practices.

Required Skills:

Bachelor's degree required. 2+ years of experience in a technical training role. Experience facilitating learning sessions, workshops, presentations, demonstrations, or other group experiences. Experience supporting the deployment or coordination of learning programs, events, or change initiatives. Experience creating or maintaining learning materials, presentations, job aids, facilitator guides, or similar resources. Working knowledge of generative AI and enterprise AI tools, such as Microsoft Copilot and Claude.

Proficient in Microsoft Office (Excel, PowerPoint, Word), with advanced skills in Excel. Ability to translate technical concepts into clear, practical, and accessible learning…
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