I’m sitting in the back of a Dynamic Languages session by John Lam and Jim Hugunin called “Just Glue it! Ruby and the DLR in Silverlight”. John Lam was a recent hire (January) to Microsoft. Prior to this he was working the Ruby CLR. Jim Hugunin is an architect on the CLR focused on DLR (Dynamic Language Runtime). He joined Microsoft specifically to work on Iron Python and make sure that the CLR was one of the best platform for dynamic languages such as Python.
I recommend that you check out this session on the http://www.visitmix.com site when the recording gets up there. They do a fantastic job showing the power and ease of dev as well as poking a lot of fun at each other.