VSX - Is it possible to edit a already defined command/toolbar/functionality?

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Is it possible to extend visual studio 2008/2010 to add extra options to the "Pending Window" toolwindow for Team Foundation Server?

as in

Check-In | Shelve Unshelve | My Feature | Workspace: foobar

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Yes, it is actually possible to place a command just about anywhere in the Visual Studio menu system. See my answer to a very similar question for how you can do this.