From Mild to Nashville Hot: Getting a Mid-Sized Org Copilot-Ready Without Burning Users

Session Overview: You’ve heard the AI pitch a hundred times. This isn’t that. This session flips the conversation and asks a question most organizations haven’t sat with long enough: what is it actually costing you not to adopt AI? We’ll walk through the opportunity cost framework that has sparked genuine urgency in boardrooms — quantifying the competitive risk, operational drag, and talent friction that accumulates while organizations stay on the sideline. Whether you’re trying to get budget approved, align a skeptical leadership team, or just sharpen your own thinking, this session will give you the language and the logic to make standing still feel a lot more expensive than moving forward.
Learning Objectives:
- Explain why Copilot success depends on identity, device, and security sequencing, not just licensing or feature enablement.
- Recognize common Copilot adoption failures caused by introducing controls too aggressively, and understand how those failures erode trust and usage.
- Apply a phased, Copilot ready rollout strategy that aligns technical readiness with user tolerance, choosing the right “heat level” before turning Copilot loose.
Speakers: Daniel Marquez
Recorded at: Community Summit NA 2026
Type: Customer Case Study
Ability Level: 201 – Intermediate
Primary Product: M365/Modern Work
Tracks: Technical (Systems Admin)
Terms: All rights reserved by the speaker, Community Summit NA, and Dynamic Communities and cannot be reproduced or distributed without express written consent by the speaker and Dynamic Communities.