I don't think it has. The original philosophies, as much as they exist, oriented around ease of use, programmer happiness, and pure OO - things Rubyists still enjoy. But Ruby has missed the boat on being a popular, general programming language in the way Python is big time. Most Ruby jobs are related to building Rails apps in some way or another and the majority of the Ruby ecosystem (in the West, at least) orients around Web development (and not gaming, scientific programming, education, or the many niches Python has found a home in).
Ruby is an interesting language and one that's worth learning and using IMHO, but in the West, Ruby has become "typecast" as a life support system for Rails essentially. (Before people note the non-Rails things they're doing with Ruby, I said most Ruby jobs and the majority of the Ruby ecosystem. Reporting on Ruby developments has been much of my job for the last 6 years but I am more than happy to be swayed :-))