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Microsoft M365 Trainer - Freelance

Job in Town of Italy, Penn Yan, Yates County, New York, 14527, USA
Listing for: Digital Attitude - A DIGITAL360 Company
Contract position
Listed on 2026-04-23
Job specializations:
  • IT/Tech
    Digital Media / Production, Data Analyst
Salary/Wage Range or Industry Benchmark: 60000 - 80000 USD Yearly USD 60000.00 80000.00 YEAR
Job Description & How to Apply Below
Location: Town of Italy

Digital
360 S.p.A. Group
, with over 1200 people distributed across more than 40 companies located in 8 countries worldwide, supports businesses and public administrations in their digital transformation journeys to foster growth and sustainable development, making people the protagonists of change. It combines expertise, methods, tools, and data to help its clients tackle the complexity of future challenges in a collaborative and creative way.

Digital
360 S.p.A., founded in 2012, has been a Benefit Corporation since June 2021 .

Digital Attitude, part of the Digital
360 Group, is dedicated to creating a balance between people and technology. With solid experience in change & tech adoption, it combines technological expertise and data-driven approaches with deep know-how in psychology, neuropsychology, and social sciences .

Digital Attitude is looking for a Microsoft 365 Trainer (Freelance) with solid experience in communication, collaboration, and productivity tools.

You will deliver online and in-person training, working across front-facing and hands-on (laboratorial) formats, and contributing also to video-based learning content.

The ability to confidently move across all these formats is essential.

Main responsibilities:

  • Deliver engaging online, in-person, and video training sessions on Microsoft 365 tools.
  • Design and customize training materials (slides, exercises, labs, guides).
  • Create and record training videos, such as tool demonstrations, workflow walkthroughs, asynchronous learning videos (the outputs may include screencast, talking head, voice-over on slides).
  • Adapt content to different audiences and business contexts.
  • Collaborate with project managers and other trainers.
  • Collect feedback and contribute to continuous improvement.

Microsoft tools covered:

The training activities may involve a selection of Microsoft tools, depending on the project scope and client needs. We do not expect trainers to cover all tools listed below: we are looking for professionals who are able to deliver training on at least some of them, with deeper expertise in specific areas. The broader the range of tools you are comfortable training on, the stronger your profile.

Typical projects focus on tools supporting communication and collaboration, such as Microsoft Teams, One Drive and Share Point , as well as productivity applications like Outlook, Planner, To Do, Lists, Forms, Loop, and the effective use of Word, PowerPoint and Excel in everyday work scenarios.

Depending on the context, some initiatives may also include data and reporting tools such as Power BI, mainly from a user and business perspective (reading dashboards, understanding data, using reports). The specific combination of tools varies by project and is defined case by case.

Skill and Competencies Required:

  • Strong, hands-on expertise in Microsoft 365
  • Ability to design and deliver training materials
  • Comfortable appearing on camera and familiar with recording setups.
  • Ability to deliver training in one or more of the following languages (the more, the better):
  • Excellent presentation and facilitation skills
  • Strong interpersonal and organizational skills.

Nice to have:

  • Familiarity with Microsoft Copilot or AI features within M365
  • Experience in digital adoption or change management projects

Note:

this role is not focused on AI or Copilot specialization. A separate position is dedicated to AI & Copilot expert trainers.

Application:

A portfolio showcasing examples of training materials and video training sessions you have prepared would be highly appreciated.

Why work with us:

  • Be part of a multidisciplinary and collaborative trainer community
  • Work on high-quality training projects with global companies, SMEs and public bodies
  • Flexible freelance collaboration model
  • Continuous exchange of skills, methods and best practices
  • Strong focus on people, learning quality and sustainable impact.

The recruitment process complies with Legislative Decree 198/2006 and is open to persons with disabilities and to individuals of any gender identity or expression, sexual orientation, age, ethnicity, and religious belief. This job posting has been created with respect for diversity and inclusiveness.

Digital
360 S.p.A. invites interested candidates to read the privacy policy at:

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