Truckin' With the IT Privacy and Security Weekly update for the week ending December 2nd., 2025

EP 269. In this week’s update:Organized crime syndicates are now recruiting skilled hackers to orchestrate sophisticated digital hijackings of entire truckloads of high-value cargo.A bizarre Windows preview update has turned the password field invisible, leaving Microsoft advising users to blindly click where the button once appeared.Australia’s $62 million weather-service overhaul launched on one of the hottest days of the year—only to deliver a slower, less functional site that enraged farmers and the public alike.The FTC has slammed edtech provider Illuminate Education for egregious security failures that allowed a single hacker to steal sensitive records of over 10 million students.A startling new study reveals that simply rearranging sentence syntax—not content—can trick major language models into ignoring their own safety guardrails.The company behind America’s sprawling network of AI-powered license-plate cameras quietly relies on low-wage overseas freelancers to label footage of U.S. drivers and pedestrians.In a major blow to cybercrime, Europol and partners have seized servers, €25 million in Bitcoin, and shut down one of the world’s largest cryptocurrency money-laundering services.European Parliament members are demanding the institution ditch Microsoft Office 365 and U.S. hardware in favor of homegrown alternatives to reclaim digital sovereignty.Let’s jump in the cab and take this week’s rig for an adventure!Find the full transcript to this week's podcast here.