In the early days of rails say 2006, it was definitely more common place... but I guess there were fewer of us back then ... I know as a maintainer of curb I have a few windows users
I started with a ruby/rails project in 2007 and after 3 days of fighting my work issued windows machine I just went out and bought a white macbook and things were up in running in an hour or two. I've never looked back.