You may – or may not – remember my announcement earlier this year that I planned to be an “early adopter” of Windows 8 – at least as far as my test machine goes. I finally found a bit of time two weeks ago, fired up the # 2 PC and set about upgrading from Windows 7 to Windows 8.

The first thing that happens when you arrive at the Windows 8 Upgrade Site is that Microsoft downloads a widget to check your system for compatibility issues:

  • Do you even have Windows 7 to begin with
  • Is your machine capable of running Windows 8
  • Do you have any software applications on your machine that won’t work with the new OS

That bit of folderol seemed to take forever took forever but the widget finally announced that my machine was good to go. I handed over my credit card information and initiated the download of the upgrade package. Once that was done, the widget started work on the upgrade itself. Now here’s where the fun begins.

The upgrade widget told me that to continue the process, my PC would have to reboot. Nothing unusual about that request so I let the widget have its way with my machine. Following the reboot, the widget announced that it was resuming the upgrade. So far, so good. After a bit of thumb-twiddling on my part, the widget suddenly announced that my test PC was incapable of running Windows 8 and went to EOJ. Did the widget change its mind somewhere along the way?

Rebooting my PC did not result in the widget restarting the upgrade. To do that, I had to go back to square one where I downloaded the widget in the first place. Once again, it told me that my PC was good to go and then asked for my credit card information . . . again. Obviously, I was not going to pay twice to upgrade the same copy of Windows 7 so I fished around in the downloads folder and found the ISO image for the upgrade. I burned the ISO on to a DVD and tried to restart the upgrade process. I was duly informed that I was trying to upgrade a 32-bit system with a 64-bit upgrade DVD and that I should use the 32-bit DVD instead. Trouble is, there is no 32-bit DVD!

After stewing over this for a week and checking with WindowsBBS.com – a great resource, by the way – I was advised to buy a copy of the Upgrade DVD from Microsoft and use that to run the upgrade; exactly what I was trying to avoid in the first place. At this point, my upgrade to Windows 8 – all done purely in the interest of science – is now costing me $56.00.

Microsoft has informed me that the DVD is on its way to me. I’ll keep you apprised of future developments in this saga.

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