WW 992: Gassy Jack - Largest Patch Tuesday in Microsoft History!

Microsoft's July 2026 Patch Tuesday just shattered records with hundreds of bug fixes, and AI is the force behind the surge. Are we witnessing the beginning of a safer Windows, or is this flood of vulnerabilities the new normal? Plus, Tony Redmond's epic book has a new name (was Office 365 for IT Pros) and is now a bundle of four books.

Windows

• Patch Tuesday is here!
• Point in Time Restore, quieter Widgets, Windows Update improvements, Screen tint, and more
• The biggest Patch Tuesday in history, by far: a record 570 fixes for security flaws, and a huge 3X increase from the then-record flaws fixed last month. (Some say the number is 622. Math is hard.) And this is on top of 468 Microsoft Edge/Chromium flaws that were fixed by Google this month too. Yikes.
• Microsoft discusses how it's improving Windows security with AI
• Windows Insider Program: Improved Windows Search is next on the docket, heading out to Experimental this week. Question: When do these things hit stable?
• Microsoft releases Snapdragon X2 versions of its Surface for Business Pro and Laptop models

AI

• Apple sues OpenAI for stealing trade secrets
• Surprised there was no talk of "thermonuclear war"
• OpenAI's response is hilarious, and it is already prepping its first hardware device
• OpenAI just announced the rumored super app, which is a combination of ChatGPT, Work, Codex, and an in-app web browser, which replaces the standalone Atlas web browser. Also, GPT-5.6.
• In keeping with recent history, Anthropic announced its in-app web browser for Claude less than 24 hours later
• Reminder that Microsoft acknowledged that it, too, is working on an AI super app at Build
• Apple releases public betas of its OS 27 releases and, shocker, Siri is really good
• Now Spotify has an AI chatbot so I can tell it how much I hate Spotify

Xbox and gaming

• Obsidian is working on a new Fallout game, duh.
• A quiet time after last week's terribleness

Tips and picks

• Tip of the week: Microsoft 365 for IT Pros (2027 edition) is here!
• App pick of the week: MusicBee
• RunAs Radio this week: Finding Security Vulnerabilities using AI with Sami Laiho
• Brown liquor pick of the week: Sanctuary Single Malt Whisky Reserve Edition

Hosts: Leo Laporte, Paul Thurrott, and Richard Campbell

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