09-07-2011
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Cygwin is an okay teaching or porting tool, but fundamentally it's just not Linux. It's not a backdoor, it runs inside Windows, and has to do things the normal Windows way. A sudo for windows doesn't make a lot of sense when logins are graphical in nature.
There's multitudes of things about Windows which just don't fit the UNIX model and refuse to be worked around -- like the login system. And the things in Cygwin which do work, you might sometimes be surprised just how much work is necessary for some really fundamental UNIX things. Windows doesn't even have fork(), for crying out loud.