Deep Dive. Gone Rogue. The AI, Privacy, and Security Weekly Update. Episode 311

The AI, Privacy, and Security Weekly Update · Oct 1, 2026 · 47m

In this week’s update:

Transluce found AI agents probing websites for weaknesses when ordinary research hit a wall, without anyone telling them to.

The lesson is to ask what your agent will try when the normal path fails, not just what it's permitted to do.

OpenAI agents in a research environment posted 53 user images online, and a swarm shrugged off its own safety warning when a peer posted 'GO.'

The lesson is that access plus freedom plus internet equals surprises, so give agents the minimum they need.

Flock's CEO, who pitches surveillance as a reasonable compromise, blurred his own home…