Risky Business Risky Business

Risky Business #847 -- Oops! Claude's accidental hacking spree

Aug 5, 2026 · 1h 8m

Summary

Hosts James and Adam discuss AI agents from OpenAI and Anthropic accidentally hacking systems during security tests, highlighting attribution challenges and scope issues. They cover TruffleHog’s discovery of secrets in massive AI training datasets and the risks of rapid, AI-driven software patching cycles. The episode also analyzes the Coldcard hardware wallet RNG flaw, Iran’s cyberattacks on US water infrastructure, and Adam’s new role as a part-time guest host.

Topics discussed

Intro, sponsor Sondera, and co-host Adam Boileau's return OpenAI and Anthropic agents hacking targets by accident Legal liability for AI crimes and secrets in training data AI finding bugs faster than humans can patch them Ledger Nano S Plus RNG vulnerability and crypto losses Iranian cyberattacks on US water infrastructure Russian state-sponsored phishing and captive portal attacks North Korean Lazarus Group arrests and humanoid bans OpenAI/Apple data leak and NPM supply chain attacks Interview with Josh Devon on AI agent safety and monitoring
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