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Does Windows ever go on sale? 

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On the Microsoft website? I don't trust anyother website.

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Tons of places to buy it for cheaper.  Legally for the most part too.

 

Kinguin, scdkey, etc.

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Check on other websites, not the main site. 

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13 minutes ago, NotABigGamer said:

On the Microsoft website? I don't trust anyother website.

If you don't trust any other website and only want to use the Microsoft Store then you are out of luck, it usually doesn't go on sale until just before or after a new version is released. Otherwise there are plenty of websites where you can get a key for $15 or less, not something that I do and I know some people frown upon it, but I mean you can use Windows 10 for free without activated it, as long as you don't mind the watermark you can use it as long as you want.

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1 hour ago, NotABigGamer said:

Does Windows ever go on sale? 

Check the microsoftsoftwareswap subreddit. They've got it for pretty cheap. I've bought 2-3 copies of Windows there; haven't had a single issue with them.

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1 hour ago, SpookyCitrus said:

If you don't trust any other website and only want to use the Microsoft Store then you are out of luck, it usually doesn't go on sale until just before or after a new version is released. Otherwise there are plenty of websites where you can get a key for $15 or less, not something that I do and I know some people frown upon it, but I mean you can use Windows 10 for free without activated it, as long as you don't mind the watermark you can use it as long as you want.

Doesn't it expire after a while though? I thought it did.

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Why is it cheeper? Isn't that losing money for them?

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3 hours ago, NotABigGamer said:

Doesn't it expire after a while though? I thought it did.

Nope. It's a legit key it's just not from Microsoft. They don't expire even if you use it for free it just put's a watermark on the screen in the bottom right hand corner.

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3 hours ago, NotABigGamer said:

Why is it cheeper? Isn't that losing money for them?

They aren't being sold by Microsoft, they are considered grey market keys.

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I wish I could trust those other websites but they look to fishy for me.... I guess I will just pay 139$

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Thanks for the help guys!

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