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Heartland Business Systems

AI Enablement Specialist

Heartland Business Systems

AI Enablement Specialist leading user adoption and training for AI technologies at Heartland Business Systems. Engaging teams to enhance skills and supporting Microsoft 365 Copilot initiatives.

Posted 6/2/2026full-timeLittle Chute • Wisconsin • 🇺🇸 United StatesMid-LevelSeniorWebsite

About the role

Key responsibilities & impact
  • Own the HBS AI Champion Pilot Program.
  • Deliver role-based enablement and career-development upskilling for Microsoft 365 Copilot.
  • Drive cross-department engagement through use-case challenges.
  • Capture candid pilot feedback from Cowork participants.
  • Curate role-based prompt libraries and maintain a searchable internal knowledge base.

Requirements

What you’ll need
  • 3 to 5 years of professional experience in IT operations, technology consulting, end-user enablement, learning and development, or AI/automation operations.
  • Demonstrated hands-on experience using Microsoft Copilot Cowork.
  • Experience designing and delivering training, certification programs, or structured change-enablement content.
  • Experience producing adoption analytics and ROI-style reporting against documented baselines.
  • Bachelor's degree in Information Technology, Computer Science, Instructional Design, Business, or a related field; equivalent professional experience considered.

Benefits

Comp & perks
  • Health insurance
  • Professional development
  • Flexible work arrangements

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
Microsoft 365 CopilotAI/automation operationstraining designcertification programschange-enablement contentadoption analyticsROI reporting
Soft Skills
cross-department engagementrole-based enablementcareer developmentfeedback capturecuration