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I did some .NET development in college and after years of Python and PHP development, I finally started working on a Rails project about a month ago, and a couple of weeks ago I had to do some .NET development for a client. Obviously you can do anything in any of these environments, but I really did find .NET to be the most difficult to work in.

My issue is mostly around tools, not any of the languages themselves. In my ubuntu/rails environment i was up and running in 5 minutes with a text editor and a couple of sudo aptitude commands. With .NET i had to spend hours downloading and installing two different versions of the .NET framework, VS 2010, and SQL Server Management Studio. This was to say nothing of any external libraries. Now that i am up and running and my environment is setup its fine i suppose but frankly it took days just to be able to do hello world. With Rails I was there in 5 min, and it scaled with me. It was proportionally just as easy to get hello world going as something more complicated. The base bar to getting moving in .NET by comparison was several days - and if i wasn't being paid to do it, i never would have just for the sake of playing around.