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It's been a while since I used Windows so I can't really comment on the current state of Cygwin but the one thing that I still recommend Cygwin for is to use the X server if you want to log on to a *nix box and run something graphical.

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I appreciate people doing work like this. I've worked in Windows-only environments and used cygwin and some window manager (such as bblite) for my workflow. Good to know if I were still relying on that crutch that I could get tmux working.

The supplied hardware at these gigs didn't really have the spec for spinning up VMs - this also spared me from fiddly network and other shared resource setup.

I even had a "portable" cygwin install on a USB stick.

I used Xming a while back, which seemed to work just as well as an X server, just without the Cygwin horrors.

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