Windows 11 Can Now Undo Everything — Including Your Security Patches

This Week in IT

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Microsoft is previewing a full system rollback for Windows 11 — OS, apps, files, everything — snapped back to where it was 72 hours ago. It’s basically a time machine for your PC. But here’s the thing: it can also roll back your security patches. Meanwhile, a single configuration change knocked Outlook off every iPhone for over 24 hours. And Microsoft flipped the switch: Copilot is now doing its thing by default, whether your governance is ready or not.

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Episode overview

In this week’s episode:

Windows 11 gets a full system “time machine”: Microsoft is previewing a new point‑in‑time recovery feature that rolls back the OS, apps, and local files with implications for patching, storage, and IT recovery strategies.
A backend security change broke Outlook on iOS: A Microsoft security update caused widespread sign‑in failures, locking iPhone users out of email for hours and overwhelming helpdesks.
Copilot is now on by default in Microsoft 365: Agentic AI editing is live across Word, Excel, and more, boosting productivity, but raising new governance and risk questions for IT teams.

Russell Smith

Editorial Director at Petri IT Knowledgebase. Russell has more than 20 years' experience working in IT. From small business to large government IT infrastructure projects. Russell started his writing career for Windows IT Pro magazine in the early 2000s. Since then, Russell has contributed to a variety of publications, including Petri, CDW's list of publications, and various industry blogs including Netwrix, BeyondTrust, and others. In addition to more than 1000 articles Russell has authored, he has also written a book on Windows security and co-authored another for Microsoft's MOAC series. Russell has also authored several courses for Pluralsight.