Microsoft 365 Productivity Trainer

Job Overview:
Pay Range: $45.00hr - $50.00hr Requirement/Must Have:
Bachelor's degree or equivalent experience in information systems, business, technology enablement, or a related field. 5+ years of experience training, supporting, consulting, or enabling end users on Microsoft 365 collaboration and productivity tools in a corporate environment. Deep practical knowledge of Teams, SharePoint Online, One Drive, and file collaboration across the Microsoft 365 ecosystem. Deep experience working in the M365 ecosystem, with comfort explaining and coaching about the following collaboration and productivity apps:
Planner, Loop, Outlook, Bookings, and others as needed. Working knowledge of Copilot Chat (Basic) and M365 Copilot (Premium), especially where they intersect with meetings, files, and productivity workflows. Strong facilitation and public speaking skills, including live demos, Q&A, and practical examples for non-technical audiences in virtual, hybrid, and in-person settings. Ability to design clear learning materials, quick reference guides, class decks, short demos, and other reusable resources.

Consultative mindset, with the ability to listen, diagnose user needs, recommend practical next steps, and coach individuals and teams to adopt new ways of working. Strong written communication, stakeholder management, organization, follow-through, and comfort managing multiple concurrent requests. Responsibilities:
Design, update, and deliver live virtual classes and workshops across M365 productivity topics. Facilitate demos, Q&A, follow-up resources, and recordings where appropriate. Provide practical coaching through individual consults, small-group support, and written guidance. Help users translate tool capabilities into better work habits, collaboration patterns, and team workflows. Advise teams on SharePoint site ownership/maintenance, design, modern web parts, permissions concepts, and document collaboration.

Stay current on Microsoft 365 releases, updates and changes, identify training impacts, and coordinate with product/technical teams. Create and maintain facilitator guides, quick reference guides, one-pagers, short demos, and self-service resources. Support adoption campaigns, community responses, champion-style enablement, and change management activities. Maintain class schedules, registration details, Planner tasks, feedback summaries, and attendance metrics. Nice to Have:
Instructional design, eLearning, video creation, or content development experience. Formal change management, adoption, or Prosci/ADKAR experience. Experience supporting champions, communities of practice, or other peer learning programs. Experience in a large enterprise environment with multiple affiliates, business units, and stakeholder groups. Microsoft certifications or equivalent practical experience in Microsoft 365, Teams, SharePoint, One Drive, or modern workplace adoption. Vendor, partner, or product team coordination experience, especially around enablement content or roadmap awareness.

Skills:

Microsoft Teams. SharePoint Online. One Drive. Microsoft 365 Productivity Workflows. Microsoft Planner. Microsoft Loop. Microsoft Outlook. Microsoft Bookings. Windows 11. Microsoft Copilot. Training Facilitation. Adoption Coaching. Change Enablement. Qualification And

Education:

Bachelor's degree in Information Systems, Business, or Technology Enablement. Microsoft 365 expertise. Strong verbal and written communication skills. Benefits:
Our Benefits Include:
Medical, Dental, and Vision Insurance 401(k) Retirement Plan Health Savings Account (HSA) Disability Insurance (Short-Term and Long-Term) Life and AD&D Insurance Paid Sick Leave (where required by applicable state or local law) Supplemental Insurance Plans Identity Theft Protection Pet Insurance Employee Wellness Programs Employee Assistance Program (EAP) Career Growth and Professional Development Opportunities

Disclaimer: Benefits eligibility, accrual rates, and usage limits may vary based on employment status, length of service, and work location. Paid Sick Leave is provided in strict accordance with applicable state and municipal mandates. Cynet Systems…