Sidecar Sync

Microsoft Pays Anthropic to Fix Copilot, Meta Returns to the Frontier, & Courts Put a Price on Your Content | 156

October 15, 2026·49 min
Episode Description from the Publisher

Send us Fan Mail Microsoft spent years building Copilot around a single model maker, and the fix turned out to be paying for a competitor's. Amith Nagarajan and Mallory Mejias unpack three stories that matter for association leaders weighing their AI choices. They trace how Charles Lamanna convinced Satya Nadella to put Claude inside Copilot, explain what "model monogamy" cost Microsoft, and consider whether your association should keep its Copilot licenses or equip power users with more. The...

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