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

15.10.2026
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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. They break down Meta's return to the frontier with Muse Wonder, why its new models are proprietary rather than open-weight, and how to choose between frontier labs when capabilities are this close. They also unpack the Third Circuit's ruling in Thomson Reuters v. Ross, the first appeals court decision on fair use for AI training. Along the way, Amith makes the case that protecting your content starts with knowing where it goes and whose incentives you're trusting.
 
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🛠 AI Tools and Resources Mentioned in This Episode:
Microsoft 365 Copilot ➔ https://www.microsoft.com/en-us/microsoft-365/copilot
GitHub Copilot ➔ https://github.com/features/copilot
Azure Maia 300 ➔ https://azure.microsoft.com/en-us/blog/deep-dive-into-azure-maia-300-architecture
Claude Opus 5.5 ➔ https://www.anthropic.com/claude/opus
Claude Haiku 5.5 ➔ https://www.anthropic.com/claude/haiku
Claude Code ➔ https://claude.com/product/claude-code
Claude Design ➔ https://claude.com/product/design
gpt-oss ➔ https://openai.com/index/introducing-gpt-oss
Gemini ➔ https://gemini.google.com
Gemma ➔ https://ai.google.dev/gemma
Vertex AI ➔ https://cloud.google.com/vertex-ai
Muse Wonder ➔ https://about.fb.com/news/2026/10/introducing-muse-wonder-models
Llama ➔ https://www.llama.com
DeepSeek ➔ https://www.deepseek.com
Kimi ➔ https://www.kimi.com
GLM ➔ https://z.ai
Fireworks AI ➔ https://fireworks.ai
Artificial Analysis ➔ https://artificialanalysis.ai
MemberJunction ➔ https://memberjunction.org

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Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey.

https://linkedin.com/amithnagarajan

Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights.

https://linkedin.com/mallorymejias

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