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War in Iran, Anthropic v Pentagon, Trenchant zero-day sanctions, AI stock market shocks

2 tim 8 min•28 februari 2026

(Presented by Thinkst Canary: Most Companies find out way too late that they’ve been breached. Thinkst Canary changes this. Deploy Canaries and Canarytokens in minutes and then forget about them. Attackers tip their hand by touching ’em giving you the one alert, when it matters. With zero admin overhead and almost no false-positives, Canaries are deployed (and loved) on all 7 continents.)

Three Buddy Problem - Episode 87: We wake up to news of U.S./Israel military action against Iran and the expected fallout, including Tehran’s cyber capabilities and proxy risks. Plus: Anthropic’s clash with the Pentagon over AI use in warfare, market shockwaves from AI-driven security tools, mass layoffs tied to automation, Trenchant exec sentencing and sanctions in the exploit trade, and fresh questions around Cisco’s SD-WAN breach and supply-chain trust.

Cast: Juan Andres Guerrero-Saade, Ryan Naraine and Costin Raiu.

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