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This Week in Startups · March 5, 2026 · 80m

E2258: Is Anthropic Making the Biggest Mistake in AI History?

Anthropic's Pentagon deal sparks debate about whether safety-focused AI labs should work with the military. Calacanis argues the alternative is worse.

This summary was generated from show notes and public descriptions, not from a full transcript review. Details may contain inaccuracies.

Canon

Calacanis applies Stoic reasoning: Anthropic cannot control whether the military uses AI. They can only control whether the military uses safe AI (Anthropic's) or unsafe AI (someone else's).
Anthropic's Pentagon deal required the courage to face backlash from their own safety-focused community, betting that working with defense is more responsible than abstaining.
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