Bleeding edge gaming and multiplayer anti-cheat is one area where I think having a big company owning the OS probably helps them stay ahead, as that structure probably lets them work with hardware designers to get the capabilities in use (i.e. in new versions of DirectX) and available to software developers first. There's generally a lag in adoption for new features within Vulkan and then usage downstream in wine/proton to get compatibility parity with windows, then the games themselves being able to run feature/performance parity. It'd be interesting to see what cooperation would be needed to have the linux gaming stack equal at the point new features are released, and with the least amount of manual hacks or command line tweaking required for the users. As discussed a few weeks back, tough anti-cheat for linux seems like a paradox with the current methods.
Microsoft doesn't give a fuck about private customers any more. They don't have money.
What has money though is enterprise/government sales, and MS got these customers tightly locked in. Compliance audits and tooling for insurances or legal stuff (SOX, GDPR, ...) are built against a full Microsoft stack of MS Server, Active Directory, Azure, Teams, Office 365 and Windows desktops.
You might be able to get away with replacing AD and GPO with Samba servers but even that is already a pain when the auditors come knocking. Everything else? There is no single FOSS based "standard offering" (i.e. a combination of everything needed to run an on-prem enterprise site, Office replacement, remote collaboration tooling), so every audit for such setups must be custom made and involves a lot of extra work.
A second leg is industrial control machines, medical devices and the likes. That's all stuff built by third party vendors and integrators. They need to continue on Windows because switching to an alternative OS would require redoing everything from scratch on the software and certification side. These customers buy the LTSC IoT stuff.
And that is why you see Microsoft pushing enshittification so hard on private customers... extract the last few cents you can from them. But the real money comes from the large customers.
WSL is already there for the folks that want to play with Linux.
Secondly, I do acknowlege your 40k reference.
The same with some multimedia CD's from its day. Scummvm it's partially implementing Macromedia Director support but the mentioned game had a custom engine. The Scummvm devs would RE in few weeks (it's a simple 2D game bundle, nothing difficult, with virtually no animations, almost everything it's still images) but no one began yet.
AFAICT, Wine can run WIN16 programs. I don't know if it can run DOS programs. There's a WineHQ wiki page that says it can load DOS programs, but various internet fora seem to believe that Wine's DOS support is pretty broken. I've never tried it, and have no DOS programs handy, so I can't verify those claims.
https://arstechnica.com/gaming/2025/06/games-run-faster-on-s...