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The worst version of Windows ever released

September 18, 2020

Twenty years ago this month Microsoft released a stink bomb of an operating system, Windows Me. Unstable, unloved and unusable, that was Windows Me. Many people believe it was the worst version of Windows ever built.

The anniversary got me thinking: Was Windows Me really the worst Windows ever, or was it outdone by other notable flops?

I’ve used every version of Windows since the Windows 1.x version that shipped with the desktop publishing program Aldus PageMaker (later Adobe PageMaker), so I’ve had plenty of experience with the best and worst of Windows. Here’s my list of the worst three Windows versions of all time.

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