Session

Helping IT Leadership Unattach from Outlook Classic

Leadership often assumes this transition is “simple” because the app icons look similar. In reality, this requires coordinated communication, training planning, and realistic expectation management.

This session gives IT leaders ready-to-use messaging, rollout timelines, and a communication strategy that aligns with the unpredictable pace of New Outlook feature releases. You’ll learn how to prepare for user pushback, questions, missing functionality, and ongoing updates, all while keeping the organization calm and informed.

Key Takeaways
Executive-level messaging for the transition.
How to build a phased rollout plan that reduces disruption.
What unknowns and missing features to prepare for.
How to talk about limitations without undermining user trust.
Policies, documentation, and training cadence recommendations.
How to track adoption and measure success.

MSPs, IT Directors, CIOs, tech leads, project managers, and anyone overseeing the transition across departments.

Lisa Hendrickson

Microsoft Outlook Expert (MVP)

Fort Myers, Florida, United States

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