Out of office assistance in Outlook 2003 disabled?! Did somehow your “Out of office” assistant get disabled? When you click on Tools>Out of Office Assistant do you get an error message: “The command is not available. See the program documentation…blah blah blah” There is a registry fix that you can do, but it doesnt always work. Simple fix. Outlook likes to disable add-in’s (yes the OOO is an add-in) if it thinks it is causing a problem. Fix: In Outlook go to Help, select > about Microsoft Outlook. Select disabled items. Out of office assistant is in the dialouge box, enable it. Tada!