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How do I check all the checked out files from the Visual Studio TFS Server in one go?

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Right click on the node you are interested in, select Find in Source Control > Status

In the dialog box, choose Display all checked out.

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Taking this a step further, I recorded a macro of myself doing those steps, and then assigned a keyboard shortcut to it via Tools -> Options. – Scott Isaacs Dec 15 '09 at 16:22
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"Find in Source Control" doesn't exist out of the box; it requires TFS power tools to be installed for your version of TFS. – Bill Ayakatubby Feb 24 '11 at 16:39

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