You're Unbelievable. The A.I., Privacy, and Security Weekly Update for the Week Ending June 30th 2026

You're Unbelievable. The A.I., Privacy, and Security Weekly Update for the Week Ending June 30th 2026

From The AI, Privacy, and Security Weekly Update by R. Prescott Stearns Jr.

June 30, 2026 · 23 min · Season 7 · Episode 298

About this episode

This episode discusses various developments in AI, privacy, and security, highlighting significant events and trends from the week ending June 30th, 2026.

Episode 298. In this week's update: Meta contractors spent months posing as suicidal, drug-curious teenagers to test rival chatbots - and the platforms being probed had no idea it was happening.A Chinese AI lab just matched Anthropic's top cybersecurity model on its own turf - and the question isn't whether export controls work, it's whether they ever could.The New York Times says Microsoft didn't just host OpenAI's training runs - it built a 285,000-core machine specifically engineered to feed on its journalism, and the lawsuit's whole strategy just shifted because of it.A shell trick older than most AI startups just walked straight past ten out of eleven coding agent guardrails - and the fix isn't as simple as updating a blocklist.Nearly two out of three AI chatbot apps tested on iPhone are leaking the keys to someone else's wallet - and you'd never know it just by using them.A federal gun-enforcement agency ran more than 300 warrantless phone-tracking searches using data bought from ad networks - until a prosecutor and a judge themselves said no.Companies fired workers to save money on AI, and now some of them are paying five times more for the AI than they ever paid the…

People in this episode

Host: R. Prescott Stearns Jr.

Topics covered

Keywords

Mentioned in this episode

Organizations: Meta, Anthropic, Microsoft, New York Times, Gartner, federal gun-enforcement agency

Places: China

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