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Maybe I'm looking for a dependency visualizer/matrix. I'm not sure. I'm just trying to wrap my head around an existing and large web app, and I like pretty pictures. I know of Autodiagrammer but I don't think it would show the master page/subpage relationships. Is such a thing even possible?

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If you are using Visual Studio 2010, you should be able to download a Feature Pack that should help you with what you are looking for. Additionally, here is a link for how you would do this ASP.NET projects using said Feature Pack.

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Unfortunately it requires VS2010 Ultimate(Why do they do that?) And we only have Pro at work. –  nportelli Aug 31 '11 at 19:15
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