I did an actual upgrade also, not a custom installation.
Which directs you to copy files from crazy WindowsWinSxS locations and run the Cleanmgr.
This is the old version of Windows and unless you have some files saved in the Windows or Program Files folders you can safely delete this after the upgrade is complete.
If you search for missing disk cleanup on Windows Server, you may end up at this Technet page;.I have used programs like siedler 3 gold edition chip windirstat to try and trim the system drive down and i believe i have got rid of everything that i can which risking some sort of system issue.Only problem with deleting the Windows.Disk Cleanup tool in, accessories System Tools, were not sure why Microsoft decided to omit Disk Cleanup from Server 2008 by default, but at least its pretty easy to add back into the tools.It is instead a component installed with the Desktop Experience feature.In Windows 2008 use Server Manager to add the feature.
Well click on, add Required Features to proceed.
Now you could go into the permissions and take ownership of all of the files and get through the system file warnings, but it would be much easier if you could just use Disk Cleanup Wizard to delete the old folder.Once the features have been installed, the system will need a reboot in order for the changes to take effect.After clicking Ok, a scan is performed.Ink and Handwriting Services, so we get a popup window informing us that they are required in order to install.Select the button to Add Required Features and click Next and then Install: A reboot is required to finalize the install.Plus you get the option of deleting other non essential and temporary files with Disk Cleanup.Installing the update is just like installing any other update.Disk Cleanup tool is bundled into the, desktop Experience, feature, so well check to install that.Next we take a look at scheduling a disk cleanup.