The IT Privacy and Security Weekly Update.

EP 269.5 Deep Dive. Truckin' With the IT Privacy and Security Weekly update for the week ending December 2nd., 2025


Listen Later

Modern security is defined less by a single network perimeter and more by a web of interconnected partners, vendors, and shared infrastructure, where one weak link can trigger widespread impact. Criminals are exploiting this by abusing trusted relationships and platforms: in logistics, attackers impersonate freight middlemen to take over identities, push fake loads, and use malicious links to compromise carrier systems and hijack real-world cargo, while a breach at a fintech provider and an IT failure shared across London councils show how third-party or shared services can ripple across many institutions. At the same time, phishing campaigns that spoof familiar tools like Calendly and major brands turn everyday business workflows into delivery channels for account takeover and abuse of ad and business platforms.Alongside this erosion of perimeter and trust, artificial intelligence introduces a new, unstable risk frontier. Research into “syntax hacking” shows that AI safety controls can be bypassed simply by changing sentence structure, revealing how current models often key on grammar rather than true meaning and leaving dangerous gaps in protections. Real-world deployments amplify these concerns: surveillance firm Flock reportedly relied on overseas gig workers to review sensitive footage to train its systems, illustrating how technically brittle AI is already entangled with serious privacy and labor issues. This moment echoes early social media, with warnings that—without strong governance—AI could evolve into a tool of control rather than shared benefit.Even as these advanced threats grow, many major incidents still stem from basic failures. A breach at Illuminate Education exposed unencrypted data for millions of students due to missing fundamentals like access controls and patching, while the Australian Bureau of Meteorology spent heavily on a website overhaul that degraded services and public trust, underscoring how poor project governance can be as damaging as outright insecurity. In response, governments and regulators are escalating both direct enforcement and strategic policy: Europol has physically dismantled a major crypto-mixing service used for money laundering, while EU lawmakers push for “digital sovereignty” by demanding EU institutions replace Microsoft tools with European alternatives. Together, these themes show a security landscape where fragile trust, immature AI governance, and unresolved basics collide with increasingly assertive institutional responses.

...more
View all episodesView all episodes
Download on the App Store

The IT Privacy and Security Weekly Update.By R. Prescott Stearns Jr.

  • 4.5
  • 4.5
  • 4.5
  • 4.5
  • 4.5

4.5

4 ratings