Risky Business Risky Business

Risky Business #849 -- Trump will unleash contractors on cybercriminals

Aug 19, 2026 · 59m

Summary

Hosts Patrick Gray and James Wilson, with guest Dmitry Alperovitch, discuss a new US executive order allowing vetted private sector cyber operations against transnational crime. They analyze OpenAI’s safety overhaul following rogue AI agent incidents and Anthropic’s agent turf wars. The episode also covers the Wildberries cyber-kinetic attack, the LightLLM breach attribution, Boeing aircraft vulnerabilities, and recent ransomware trends shifting toward data extortion.

Topics discussed

Intro: Dmitry Alperovitch joins Risky Business Trump memo authorizing private sector cyber operations OpenAI slows RL training; AI safety and alignment concerns Anthropic AI agents turf war and autonomous attacks in Taiwan Lite LLM breach postmortem and supply chain analysis Cyber-kinetic attack on Russian e-commerce giant Wildberries Apple iOS security patches and user notification debates Boeing 737 maintenance port vulnerability and stunt hacking CLOP ransomware campaign targeting PTC Windchill Blackfile vishing, Shield Break vuln, and researcher ethics Peer-to-peer botnets and rapid news roundup Unprompted conference announcement and sponsor plug Interview: Nebulok's agentic threat hunting and detection graph
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