Ubuntu Installation :: Can't Boot Windows 7 After Grub Update

I have been phenomenally unlucky with Ubuntu as seen my my post history and decided to dual boot.

I set it all up with a clean install, when I tried to load Windows from Grub the computer restarted. After much headache I managed to set it up correctly (when it wouldn't load from Grub I booted from the Windows CD and clicked on "Repair computer" and it finally worked).

Now I am having the same problem as before--I think my installed all the updates from Update Manager and it included a grub one. Now I can't load Windows from the grub menu: It goes to the Starting Windows screen and then reboots my computer. If I do it again it gives me an error message and an option to perform "Startup repair". When I try to do Startup Repair, the computer reboots after a few loading screens.

So I tried what worked before and put in my Windows 7 CD, and clicked on Repair Computer. BUT NOW it gives me an error message somewhere along the lines of system restore is not compatible with my installation of Windows, and to insert a compatible recovery CD. This is the ONLY Windows CD I have (legitimate copy).

Over the course of this migration experiment I have installed and reinstalled both operating systems 7-10 times total. I'd rather not do it again. My poor laptop is probably wondering what the heck.

I can't stick with Ubuntu alone because my wireless doesn't work with it, my grad school files are not completely compatible with open source software, and I can't play the games I'd like to. So I must have the option to at least dual boot into Windows.

When selecting Windows it restarts the computer entirely to the Compaq screen, not just to the Grub menu, if that matters.