Absolutely, windows is still a disaster. For developers working with open source technologies, windows is a difficult platform to use. I was attending a workshop on Angular.js and rails where I had the misfortune to have brought my windows 8.1 machine with me. Everyone, including myself, who had a windows machine could not get going with any of the workshop material.

If you develop with Rails do it on a VM, even a headless server you ssh into and export the filesystem to your Windows editor. Ruby on Windows is an inferior experience, because most of the developers in the ecosystem are on Mac and Linux. The servers are on Linux.