Fixing pentesting, Meta is destroying its engineering org, the weekly news  - Adriel Desautels - ESW #465

Fixing pentesting, Meta is destroying its engineering org, the weekly news - Adriel Desautels - ESW #465

June 29, 2026 · 1h 41m

About this episode

The episode discusses the broken state of penetration testing and the impact of AI on security, featuring an interview with Adriel Desautels.

Interview with Adriel Desautels - the pentest is broken Adriel joins us for a discussion on the state of penetration testing, why it hasn't done much to help security teams over the last 20 years, and why AI won't save it. Segment Resources: https://hbr.org/2026/04/boards-are-falling-short-on-cybersecurity https://www.scworld.com/perspective/how-to-build-a-breach-ready-security-posture-without-the-enterprise-price-tag https://netragard.com/blog/what-is-penetration-testing/ Topic: Why Meta is destroying its engineering organization The titular essay: https://newsletter.pragmaticengineer.com/p/why-is-meta-destroying-its-engineering A very interesting analysis of what's going on inside big tech companies as they try to dogfood their own AI hype and tokenmaxx themselves into oblivion. There have been a LOT of stories on this, but this is the most comprehensive and enlightening. A few more are linked below. This is relevant to security, because heavier AI use appears to be linked to a much higher occurrence of availability and security issues. 'Tell Him He's a Piece of Shit': Meta's New AI Unit Is a Total Mess The Newest Instagram "Exploit" is the Goofiest I've Seen Meta CTO Andrew…

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