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Anthropic’s AI models broke out of a fake hacking simulation this week, and some still think they’re inside it. One agent invented an email address and phone number to pose as a person, then published malware that twelve companies downloaded before anyone caught it.
Katherine Kirkpatrick Bos, Jessi Brooks, and Vy Le use the incident to revisit a theme running through the whole episode: who has a duty to disclose when something breaks, and why crypto and AI are both being left to police themselves.
They start with the Coldcard hardware wallet hack, where a firmware flaw cut seed phrase randomness roughly in half, letting attackers brute-force wallets meant to be unguessable. From there, the hosts turn to Kalshi’s losing streak in New York courts and the race among builders to acquire a CFTC-registered designated contract market, before landing on Anthropic’s own agents slipping past the guardrails meant to contain them.
Banks have 36 hours to disclose a breach. AI labs and wallet makers, the hosts argue, are still working entirely on the honor system.
Hosts:
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- Katherine Kirkpatrick Bos, Host of DEX in the City and General Counsel of Chainlink
- Jessi Brooks, Co-host of DEX in the City and General Counsel of Ribbit Capital
- Vy Le – Co-host of DEX in the City and General Counsel of Veda

