I recommend doing a proof of concept to see if you can accomplish what you want using python, ruby, and ASP.NET MVC. Don't implement the entire application. Jus

I recommend doing a proof of concept to see if you can accomplish what you want using python, ruby, and ASP.NET MVC. Don't implement the entire application. Just implement one functional slice of it from front to back. Also, if the technology is really holding you back then I would guess that you are not interested enough in the project. That you are considering giving up on the idea altogether is another tell. You can make anything work if you really want to.