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Use LTSC and you get 10 year support period, so you can update whenever it's convenient for you.
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Yeah, that's a PITA for Windows 11.

It's an extra cost. $100 to $200. You can't buy it, generally, except through a volume licensing partner. You may need to have a tenant ID depending on exactly how you're getting it, too. Alternately, you need to have a Visual Studio subscription which is $3k/yr. Oh, and you can't upgrade to LTSC from Pro. You have to do a fresh install. And IoT LTSC is even worse.




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