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TFS2012 Task work item definition - Update 'Remaining Work' with 'Original Estimate' whenever 'Remaining Work' is empty

I can't think of a way to do what you want with just WITD.

Another (more complex) option is to create an ISubscriber plug-in that you deploy to your TFS. It can detect whenever your work items are changed and update fields appropriately using any logic you can write in C#.

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