Autopilot
The latest Autopilot coverage — news, analysis, and updates from the WindowsNews.AI desk.
Windows 10 Support Ends October 2025: SMBs Face a Stark Choice Between Proactive Migration and Costly Chaos
Microsoft will pull the plug on free Windows 10 security updates, bug fixes, and technical support on October 14, 2025. That date is not a suggestion or a marketing scare tactic. It is a hard,...
Microsoft Engineers to Field Windows 11, Zero-Trust Questions in Sept 18 Live Q&A
Microsoft’s Windows engineering team is opening its (virtual) doors for a live, chat-based Office Hours session on September 18, 2025, where IT pros can quiz product experts on everything from...
Windows 11 25H2 Enablement Package Lands, But ISO Files Are Delayed by Microsoft
Microsoft released Windows 11, version 25H2 to the Release Preview channel on August 29, 2025, confirming a new enablement-package delivery model—and then quietly revised its own blog post on...
Autopilot Deployments Freeze at Terms of Use: CloudDomainJoin JavaScript Flaw Halts Enrollment
Windows Autopilot rollouts are abruptly freezing the moment an end user clicks “Accept” on the organization’s Terms of Use during the Out‑Of‑Box Experience. Instead of proceeding to the...
Microsoft Readies Windows 11 25H2 Release Preview with AI, Hotpatch, and Enterprise Backup Surge
Microsoft closed out August 2025 not with a splash of consumer features but with a tightly orchestrated wave of enterprise-grade refinements, security hardenings, and AI integrations that set the...
Windows 11 Update Overhaul: IT Admins Gain OOBE Patch Control and Connectivity Telemetry
Microsoft is handing IT administrators a powerful new lever to enforce patch compliance on Windows 11 devices before they ever reach an employee’s desk. A policy to install quality updates during...
Windows 11 OOBE Now Installs Updates Before First Login, Microsoft Ships Hotpatching and Backup GA
Microsoft has closed a longstanding security gap by embedding quality updates directly into the Windows Out-of-Box Experience, part of an August 2025 servicing wave that also brings Windows Backup...
GPT-5 Arrives in Microsoft 365 Copilot as August Update Delivers On-Device AI and Admin Wins
Microsoft has begun rolling out its most ambitious Microsoft 365 update of the year, embedding the GPT-5 model family into Copilot across Windows, Office apps, and Teams, while simultaneously...
Windows 11 OOBE Updates Close Day-One Patch Gap and Fix Recovery Bugs
Microsoft has taken a decisive step to eliminate the notorious day-one patch gap on new Windows 11 devices with a trio of updates that apply quality fixes during the initial setup experience. The...
Windows 10 EOL in 2025: The Real Cost of Waiting to Upgrade and How to Execute a Flawless Migration
The October 14, 2025 deadline for Windows 10 end of support is not just a date on the calendar—it's a hard stop for security patches, feature updates, and mainstream technical support. For...
Microsoft Intune Now Pushes Windows Updates During OOBE Setup via KB5065847
Microsoft’s August 29, 2025 OOBE update (KB5065847) marks a decisive shift in Windows 11, version 24H2 and Windows Server 2025 provisioning. Managed devices that meet eligibility rules can now...
Windows 11 24H2 KB5064081 Preview: AI Enters File Explorer, PowerShell 2.0 Exits
Microsoft has released KB5064081, an optional preview update for Windows 11 version 24H2, pushing out build 26100.5074 on August 29, 2025. The package bundles an updated servicing stack with...