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I have problem to debug a simple Silverlight 2 application with Visual Studio 2008 SP 1. Sometimes, I could debug the Page.cs code and sometimes not. I have a web application, which hosts the silverlight .xap files.
Deleting the .xap files from ClientBin Directory and rebuilding works sporadic but not reliable.
I am frustrated.
I see it frequently, too. What works always for me is to go to Web project property page, tab ‘Silverlight Applications’, delete the app and add it again. That seems to help 100% (ugly workaround, but…)