Visual Studio 2010 Extension - Cannot break execution in Experimental Instance?

It sounds like the problem is that you're setup to debug only managed code in your VS 2010 project file. If you're setup to debug only managed you'll get this message if VS is currently executing native code (VS spends a good portion of it's time in native code).

I re-installed Visual Studio 2010 and the SDK. This seemed to work at first, but after changing a source file and launching the Debugger, I was unable to break execution yet again.

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