Windows 10’s frustrating upgrade flaw fixed: What you need to know

Windows 10 upgrade bug fixed

A new Windows 10 optional update, which is now rolling out to
users, finally resolves
problems with the in-place upgrade.

Windows 10 has always offered multiple methods for upgrading
the operating system, but with the release of the October 2020
Update, one of those upgrade methods stopped working for users.

In Windows 10 version 20H2, if you attempt to update, reinstall
or repair your Windows installation using the Media Creation
Tool or
Windows 10 ISO file, you will no longer see the “Keep
personal files and apps’ or ‘Keep personal files only’ options.

This means you’ll no longer able to keep your data when
attempting to install the update or repair the OS.

Windows 10 upgrade flaw

If you select the third option ‘Nothing’, Media Creation Tool
will do a complete reinstall of the operating system and delete
your data, apps, and settings. This is obviously not the ideal
experience for those who want to do ‘in-place upgrade’ or
repair the operating system.

This issue is a result of a problem with the Windows 10
enablement package hosted by Microsoft and it’s only hitting
the devices which were upgraded to Windows 10 20H2 using the
enablement package or via Windows Update.

Fortunately, Microsoft discovered the issue last month and it
was fixed in a preview update released to the testers of the
Windows Insider.

Microsoft has now started rolling out the fix to everyone.
According to our own tests, the problem is now resolved in

Windows 10 KB4586853, and the solution will be part of
December Patch Tuesday updates as well.

In Windows 10 Build 19042.662 or newer, you can now select the
option that lets you keep your personal files when performing
an in-place upgrade.

The option is still broken on devices running older versions of
Windows 10 October 2020 Update, but we have heard whispers that
Microsoft will publish a new version of the Media Creation Tool
later this month or early next year, and it will also include
the fix.

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