Boost LD is hiring an experienced Microsoft Copilot Facilitator to support a large-scale Microsoft Copilot rollout for a heavy equipment organization.

This contract involves facilitating live virtual Microsoft Copilot training for employees across Canada.

This is not an entry-level facilitation role. We are looking for an experienced, energetic facilitator who can lead live software training, answer learner questions in real time, and deliver polished, practical demonstrations within Microsoft Copilot and Microsoft 365.

We are moving quickly to fill this role. Shortlisted applicants should be available to complete the selection process promptly, with onboarding and preparation beginning upon selection.

Key Responsibilities

- Facilitate live virtual Microsoft Copilot training sessions.
- Deliver engaging, practical training to varied learner groups, from field employees to senior leaders.
- Follow established course materials, slide notes, demonstrations, and timing requirements.
- Deliver live demonstrations confidently within Microsoft Copilot and Microsoft 365.
- Facilitate a combination of:
- Department-specific workflow sessions
- Copilot Studio sessions
- Live office hours and question-and-answer sessions
- Small-group support sessions based on learner questions and real-world scenarios
- Work closely with the client and support team during session delivery.
- Review feedback and make adjustments between sessions as required.

Ideal Facilitator Profile
- Experienced in facilitating Microsoft Copilot adoption initiatives or highly proficient in Microsoft Copilot and Microsoft 365.
- Highly comfortable simplifying technical concepts for current or low-confidence technology users.
- Energetic, engaging, patient, and coaching-oriented.




- Confident leading live virtual sessions with large and varied learner groups.
- Able to think quickly and facilitate live demonstrations within Microsoft 365 and Copilot.
- Well prepared and able to follow established course materials while maintaining a natural, engaging delivery style.
- Comfortable asking questions and seeking clarification during onboarding and preparation.
- Previous consulting or subcontractor experience is considered an asset.

Required Qualifications
- Strong working knowledge of Microsoft Copilot and Microsoft 365 applications.
- Previous experience facilitating live virtual training.
- Available to participate in an expedited selection and onboarding process.

Selection ProcessShortlisted applicants will be invited to an initial interview with Boost LD. Selected finalists may then be asked to complete a paid facilitation assignment using provided materials and meet with members of the client team. Full details and expectations will be shared in advance.

Contract DetailsContract Type: Subcontractor

Delivery Format: Fully Virtual

Engagement Length: Approx 3 months duration (estimated 100 hours)

Rate: $75-85 dollars per hour. *Day rates/ flat rates may apply and are negotiable.

Performance ExpectationsThis opportunity is ideal for a senior facilitator who enjoys practical technology training, thrives in live learning environments, and can confidently support workforce-wide AI adoption in a relatable, approachable, and highly practical way.

How to ApplyPlease submit your résumé to [email protected] by Friday September 11th and a brief note confirming:

- Your experience with Microsoft Copilot and Microsoft 365
- Your experience facilitating technical training in English
- Your availability to complete a paid test assignment within the next week
- Your availability to begin onboarding and preparation upon selection

📌 Microsoft Copilot Facilitator (English) (Canada)
🏢 BOOST
📍 Canada