I have a Win 2008 Server that won't let me extend a disk. I have used both the computer management and the diskpart tool and both tell me that I have less than 1MB free and can't extend. I show that I have 100GB of Unallocated space and 81.5gb free on the drive. When I reboot the server I can extend the drive but I need to be able to do it while the server is running. Any help would be greatly appreciated.
It's not the boot drive is it, you can't extend that with diskpart.
Any Chance there is a page file on that disk? If so try moving it (long enough to extend it)
You couldn't in Win2003, but on Win2008 it's fully supported. We do it all the time on our VMWare guests, and the procedure is the same as with any partition.
Apart from that, are you getting any errors in your event log regarding this?
You could need to delete some files to release more free space. to resize 2008 partition reference: http://www.extend-partition.com/resize-windows-server-2008-partition.html