Chain of Fools : Upgrading through every version of Windows

Geekosystem posts:

In the video above, Andrew Tait takes us on a trip down (virtual) memory lane by sequentially installing every major version of Windows on one computer, and seeing what happens to existing files and settings along the way. Starting with MS-DOS 5 to allow installation, Tait takes us through Windows 1, 2, 3, 3.1, 95, 98, 2000, XP, and Vista, asking the important questions — such as “can it still run Doom and Monkey Island? — along the way. The ill-received Windows ME is the one major Windows build not installed, though we doubt anyone who has ever used ME would complain too much.