Sure. I do, and I'm sure most people in big corps do too.
All modern high level languages have very good cross-platform system libraries and build tools for those languages usually use that language to run. Occasionally you'll run into someone that's still using Makefiles and have to break out msys but other than that it's generally fine.
You've found Ruby easier to manage on Windows? Can you serve it from Windows? (other than Webrick)
I'm not trying to be inflammatory at all. I just never had any luck with any Ruby/Rails type stuff when I was forced to use Windows. I ended up resorting to JRuby.
