Two interesting things.
- This appears to be a feature in Outlook (Tools menu, Out of Office Assistant), but it’s not. It’s a feature in Exchange, automatically loaded as an extension to Outlook when Outlook is configured for the server, and you’ll see it differently depending on which version of Exchange you have.
- Since it is a feature in Exchange, if you run into problems, it’s almost certainly something to be fixed or changed on the Exchange server. Here is just one example:
http://www.adminspy.com/Windows-Tips/Microsoft-Outlook-Out-Of-Office-doesnt-work.html