Suppose you installed latest version of Silverlight (Silverlight 4), It may break the your current silverlight development environment with VS 2008. After in the Silverlight 4 installation, if you try to debug any Silverlight 3 project, you will get a message from Visual Studio 2008, saying "Unable to start debugging. The Silverlight managed debugging package isn’t installed"..
Solution :
To fix this error, install the Silverlight Developer Run time. You can get it from here : http://go.microsoft.com/fwlink/?LinkID=188039.
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