Leaks and the AI, Privacy, and Security Weekly Update for the Week Ending May 19th., 2026

EP 292. This week we kick off with a flood of updates: The agency trusted to protect America's critical infrastructure couldn't protect its own credentials.Canada is reopening one of tech's most consequential debates  and this time, your compliance architecture may be in the crosshairs.A researcher's very public falling-out with Microsoft is quietly becoming everyone's security problem.What once took a seasoned red team weeks now takes a small team and a frontier model less than five days.The race to use AI to find flaws faster than attackers is officially underway  and the audit trail question is already lagging behind.AI is flooding the Linux kernel security pipeline with noise, and Linus Torvalds has had enough.Regulators are quietly deploying AI surveillance at a scale that reframes what financial oversight even means.The world's most consequential digital chokepoint just became even more of a geopolitical bargaining chip.Let's go get soaked!Find the full transcript to this podcast here.