I wrote a while ago about extending TFS-related menus, and as a follow up just wanted to elaborate a bit.
Usually, the problem with adding menus related to TFS is that the parent menu GUIDs/command IDs are not well known. For example, the following post describes typical problem.
But once the GUID:id pair is known, adding the menus is a no brainer. The easiest approach I have found so far is to use EnableVSIPLogging registry setting. That simple setting may save countless hours full of frustration (and I am speaking from experience :).
And those IDs is not something that will change within same version of VS (though for 2008 probably some testing will be required).
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