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It is not possible to do that. GP tools can be added to toolbars, menus and sub-menus but not to TOC. To do so, simply create a python addin, then create a button to open the gp tool. See here: python addin module


You can accomplish this by creating a new template. If you create an mxd, and add the custom tools or models you want, then save the document to the "my Templates" directory, you can select that mxd as the template when opening arcmap. Your custom tools will be in the toolbars you added them to. It is not the same as editing the normal.mxt, but is probably ...

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