WW 1001: Corporate Surveillance With Watercolors - Out-of-Band Updates & the New Normal for Windows
Sep 16, 2026 · 2h 32m
Summary
Paul and Richard discuss Microsoft’s massive Patch Tuesday, which included nearly 1,000 patches and a subsequent out-of-band fix, likely driven by AI-assisted vulnerability discovery. They debate the risks of rapid patching for enterprises and the need for better separation between security and feature updates. The hosts also cover new Windows Insider builds, including changes to the Copilot key and File Explorer indexing. Finally, they touch on the release of Adobe Elements 2027 with a three-year license and the rise of personal AI agents like Meta Muse.
Topics discussed
Intro, sponsor, and bear room story
Windows patching and Excel AI
Security vulnerabilities and AI threats
Enterprise patching and Windows Insider
Windows 11 feature updates and Copilot
Gemini app, Outlook search, and toilet fix
AI agents, Meta Muse, and social media
AI subscriptions and note-taking apps
Microsoft events and protest logistics
Nvidia chips, local AI, and hardware
Apple announcements and iPhone Duo
Apple Watch recording and privacy
AI hype, data centers, and skepticism
AI ethics, military drones, and history
Procrastination, AI economics, and perspective
Copilot apps, Google Home, and Firefox AI
Xbox games, Kojima, and cloud gaming
Club TW promotion and Tip of the Week
Google Labs Dream Beams and recommendations
Listener mail and Whiskey Time segment
Listen ad-free on Castria