e recently had a client who was receiving the following error message in Microsoft Outlook: "Your automatic reply settings cannot be deployed because the server is currently unavailable. Try again later."
The reason this error message is displaying is because Outlook can’t see your Client Access Server. [more]
To get Out-of-Office to work you need to add a bypass to your proxy server for your CAS. To do this you need the name of your CAS (typically the exchange server).
Open up your Internet Options settings in Control Panel and click on the “Connections” tab. Make sure that the “Bypass proxy server for local addresses” is ticked then click on “Advanced”.
In the “Exceptions” panel type in your CAS server name followed by .* then press OK->OK -> OK to close all of the windows.
Close and reopen Outlook and out of Office settings options should now work.