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WinBoat is a new Linux app to run Windows apps with "seamless integration"
(www.gamingonlinux.com)
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Is it risky to run Windows in a rootful container?
Is it risky to run Windows
Yes
Not sure where they use docker but Windows will run in a kvm VM. But if the file system is mounted (which is likely) it is still risky.
How do these solutions apply the license for the Windows VM? Or do they just not use one? That's a quick way to a cease and desist from msft if it gets big enough for them to care.