Updated: March 23, 2026 (March 23, 2026)

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Three Smart Guys: Is Office dead? Season 1. Episode 3.

Microsoft Office isn’t just a set of apps anymore – it’s become core enterprise infrastructure. And that shift is changing how leaders should think about cost, risk, and dependency. In this episode, Barry Briggs, George Gilbert, and Peter O’Kelly unpack how Office, Copilot, and AI are reshaping everyday work – often in ways employees don’t notice, but executives can’t ignore. From pricing and licensing pressure on CFOs, to what a real-world Copilot outage reveals about AI dependency, to how AI could push traditional Office apps to the margins, this conversation explores where Microsoft’s productivity stack is heading – and what that means for IT, finance, and business leaders.