Microsoft 365 Trainer

Heartland Business Systems

Microsoft 365 Trainer I delivering high impact training experiences focusing on Microsoft 365 tools. Engaging learners through live instruction and maintaining training materials for effective use.

Posted 6/30/2026full-timeLittle Chute • Wisconsin • 🇺🇸 United StatesJuniorMid-LevelWebsite

About the role

Key responsibilities & impact

Deliver 10–15 live instructor led training sessions per week, primarily remote and delivered via Microsoft Teams.
Facilitate Microsoft 365 end user training courses, including but not limited to, Microsoft Teams 101 (Basics), Microsoft Teams 201 (Advanced), Microsoft Teams Phone, Microsoft Copilot Basics, Outlook productivity and best practices, OneNote usage and organization, OneDrive and storage best practices, SharePoint fundamentals, power user, and administrative concepts.
Deliver Customer Immersion Experience (CIE) training covering cross application navigation and integrated Microsoft 365 workflows.
Provide role based and scenario driven examples aligned to how customers actually work.
Regularly update and maintain training materials to align with product enhancements, customer feedback and engagement insights, and evolving best practices across Microsoft 365 and Copilot.
Own the training scheduling process, including session planning, calendar coordination, and capacity management.
Ensure consistent, high quality learner experiences across all training engagements.
Collaborate with presales, consulting, and marketing teams to align training offerings with customer needs.
Create and publish regular social media content to promote training offerings, upcoming sessions, and learning outcomes.
Contribute to internal and external blogs or posts related to Microsoft 365 adoption, enablement, and productivity.
Communicate clearly with internal team members regarding schedules, deliverables, and training priorities.
Build lasting customer relationships through exceptional facilitation, responsiveness, and professionalism.
Engage in relevant user groups and community forums to build skillsets and strengthen the Heartland brand.
Embrace new training topics, delivery formats, and related workstreams as business needs evolve.
Meet annual billable hour goal, as defined by HBS.

Requirements

What you’ll need

Strong hands-on experience using Microsoft 365 productivity tools (Teams, SharePoint, OneDrive, Outlook, OneNote)
Experience presenting to technical and non-technical audiences
2+ years of experience delivering live training, facilitation, or professional instruction (preferred)
Experience delivering Microsoft 365 or Copilot training in a consulting or professional services environment (preferred)
Experience with role based learning, curriculum development, or instructional design (preferred)
Experience supporting Microsoft 365 adoption, change management, or enablement programs (preferred)
Experience creating promotional or educational content for social media or digital platforms (preferred)
Associate Degree in Business or related IT discipline, or equivalent work experience (required)
Bachelor’s Degree in Business or related IT discipline (preferred)
Microsoft 365 or Microsoft Certified Trainer (MCT) certification(s) (preferred)

Benefits

Comp & perks

Equal Opportunity Employer - Including Disabled and Veterans

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

Microsoft TeamsSharePointOneDriveOutlookOneNoteLive Training FacilitationRole Based LearningInstructional DesignMicrosoft CopilotCross Application Navigation

Soft Skills

Clear CommunicationCustomer Relationship BuildingResponsivenessProfessionalismCollaboration

Certifications

Microsoft Certified Trainer (MCT)Associate Degree in BusinessBachelor’s Degree in Business