M365 CoPilot Trainer

TEKsystems•Berwyn, IL

1d•$20 - $65•Hybrid

About The Position

M365 Copilot Adoption & Enablement Lead Location: Chicago, IL (Hybrid – downtown office 2 days/week) Overview We’re looking for a highly engaging, execution‑oriented leader to drive the enterprise rollout of Microsoft 365 Copilot to a population of 5,000–6,000 employees. This role focuses on training delivery, change activation, and executive enablement, bringing an established adoption program to life at scale. What You’ll Do Deliver enterprise‑wide and department‑specific M365 Copilot training (including webinars up to 1,000+ attendees) Facilitate executive‑level and VP‑partnered sessions to upskill leaders and their teams in AI Tailor training content to department workflows and business needs Host engaging learning experiences (prompt‑athons, workshops, hands‑on labs) Execute change management and adoption activities using existing program assets Coordinate Microsoft ESI training offerings and ensure attendance commitments Partner with internal AI teams to roll out new capabilities and related training What We’re Looking For Proven enterprise‑level M365 Copilot training/rollout experience (Copilot Web included) Exceptional facilitator with executive presence and “room‑commanding” energy Highly personable, charismatic, and credible with senior leaders Execution‑focused and comfortable operating in complex environments Ability to translate AI concepts into practical, role‑based use cases Why This Role High visibility and direct executive interaction Large‑scale impact on how the organization adopts AI Focused on delivery—not program design Additional Skills & Qualifications onsite 2x/week

Requirements

Proven enterprise‑level M365 Copilot training/rollout experience (Copilot Web included)
Exceptional facilitator with executive presence and “room‑commanding” energy
Highly personable, charismatic, and credible with senior leaders
Execution‑focused and comfortable operating in complex environments
Ability to translate AI concepts into practical, role‑based use cases
onsite 2x/week

Responsibilities

Deliver enterprise‑wide and department‑specific M365 Copilot training (including webinars up to 1,000+ attendees)
Facilitate executive‑level and VP‑partnered sessions to upskill leaders and their teams in AI
Tailor training content to department workflows and business needs
Host engaging learning experiences (prompt‑athons, workshops, hands‑on labs)
Execute change management and adoption activities using existing program assets
Coordinate Microsoft ESI training offerings and ensure attendance commitments
Partner with internal AI teams to roll out new capabilities and related training