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Since I had been playing around with many versions of Windows, I can now say which one has the most prompt during installation, which one is the most anoying to setup, which one has the least prompt, and which one is the least anoying to setup.

Note these lists only include 32bit versions of Windows, since earlier 16bit is no dout the most anoying and has the most prompt.

Most prompts: Windows 95 OSR 2.5.

Yep, Windows isn’t smart enough back then. You almost have to set in front of your PC, watching it do some stuff, waiting for something to pop up, even it will take up to an hour. But thanks God that you could install Windows 95 through CD!

Most anoying: Original Windows 95 and Windows 95 OSR1.

Yep, it’s extremely anoying, especially when installing through floppy(there are 14 disks in the box)! Plus you have to sit there, predicting which is the next disk Windows will ask. This is especially true during the second phase of the installation. In this phase, you can’t predict what is the next disk Windows will ask, it’s just completely random. It may ask for Disk 7, or 10, or 5, or etc. Even if you have a CD version, you still have to copy the entire ‘win95’ folder to the hard drive and direct the setup to that path! Oh, the original Windows 95 doesn’t even detect the hardware correctly!

The least prompt: Windows 7.

Yep, Windows is now smart enough to do stuff on its own, and so there are very few prompts other than errors. This means that after you configure the hard drive and partitions, you can take a shower, or even go somewhere else for 30 minutes. When you return, you’ll find that Windows has almost finished installing, you just now have to put in your user details, adjust some settings, and put in your product key if you have one. Windows 7 is also smart enough to detect your hardware, and install the right driver for your hardware right out-of-the-box. Updating drivers is easy through Windows update.

The least anoying: Windows XP and 7.

These 2 version is the least anoying, partly due to very few prompts. But the main reason that these 2 are the least anoying is because they can detect the hardware correctly. But for XP you still need to install the drivers yourself, and for 7 it’s automatically installed.

What do you think will happen to the setup routines in Windows 8? Is it going to be more anoying? Have more prompts? Have lesser prompts? Or less anoying? Tell me what you think in the comments below!