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Copilot Chronicles, October 2026: Upskilling to outlast any technology stack

Microsoft's AI tools change every quarter. Here's what's actually worth learning, and how to spot real expertise when every credential has a shelf life

Copilot Studio, Foundry, Agent Framework, Agent 365: every few weeks there's a new tool, a renamed service, or a framework that replaces the one your team just learned. For leaders deciding where training time and budget should go, it raises a fair question: why invest in skills that might be out of date by next quarter?

In this episode of Copilot Chronicles, presented with MSDW, Will Hawkins examines which AI skills expire and which ones compound. Jackson Tarrant brings an outside view from marketing, where AI search rewrote the playbook in under two years. You'll come away with a practical way to decide what your team should learn, what to skip, and how to tell who actually knows what they're doing.

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