You won’t have to re-install or reconfigure your files, programs, and settings if you’re upgrading Windows 7 to Windows 8. They will all transfer automatically; however, upgrading from older versions of Windows will require you to re-install your applications.
Also, keep in mind that you may encounter compatibility issues with your old software in Windows 8.
To alleviate some of these issues, Microsoft offers a Compatibility Center Search Tool that lets you search common products for a community rating.
In any case, before upgrading to Windows 8, I suggest that you run the Windows UpgradeAssistant. This free tool scans your computer for software incompatibilities and generates a compatibility report that reveals software that might not work in Windows 8.
The download is small (5.2 MB) and easy to use. After running the report, you’ll have the option to buy Windows 8 or cancel.
To get started, go to http://windows.microsoft.com/en-GB/windows-8/upgrade-to-windows-8/ and click Download Upgrade Assistant.
Click Yes to allow the program to make changes to your computer
The Upgrade Assistant takes a few minutes to make a list of all your applications and devices.
The tool displays a list of compatible apps and devices and a list of the ones that might have issues with Windows 8
Note any potential incompatibilities within Windows 8. You can Print the screen; or better yet, click More Info to get additional details.
Next, you can choose what to keep.
If you click help me decide, Upgrade Assistant opens a web page with more information about what you can keep.