Two thoughts on StackSocial. Even if they legitimately are an MS partner that bar is so low as to be irrelevant. I know, I'm an MS Partner. All it takes is an email address and two (maybe three) checkboxes to become a Partner at the lowest levels. Additionally, the product isn't actually being sold by SS. the vendor is "SmartTrainingLab" which appears to only exist in the context of selling cheap keys via Stack Social and it's clone, other clone, e-commerce sites.

As for selling Windows at a loss... They've always been split-brained on that front. They only just stopped giving away free upgrades to Windows 10/11 in the past few weeks despite that offer having expired over seven years ago. The real Windows Desktop OS money has historically been from the fees that OEMs pay for licensing. That's why the retail price is so high; it establishes the baseline from which OEM discounts get negotiated. The $199 actually is pretty reasonable considering inflation, etc. Windows 3.1 was $149, Windows 95 was $209 and Windows NT 4.0, which current Windows is descended from, was $319. I wouldn't even pretend to know what they're going to do on that front but a subscription service seems highly possible, though I see it most likely being bundled as part of the Microsoft 365 products; you get the upgrades for "free" with one of the (product formerly known as) Office 365 consumer subscriptions OR you get ad-laden upgrades for free OR you pay $99 upgrade pricing.