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I think it might have rolled out already. Turn on Developer Mode in Windows 10 Anniversary Edition, and ssh to port 22 with a valid l/p?

Doesn't look like you even need to install WSL.

It looks like they're a little different for now. See the note under here.

Full Disclosure: I am a MSFT employee.

More specifically, I don't want to SSH from a Windows box. I want to SSH into a Windows box (and say figure out a way to easily install a LE cert)

There have been ssh servers for windows since forever.

>This is not Microsoft's OpenSSH implementation, which you can find on GitHub.

Nope, but it is the same SSH implementation that was in one of the Windows 10 for Raspberry Pi images!