I am attempting to use the delayed send feature of Outlook 2007, but it is not functioning properly. After composing the message I specify the time I would like to send the message, click the close button on the Message Options box, and then click the send button. The message then goes to the Outbox as I would expect and wait for its designated send time. However, the send time comes and goes but the message does not send. After the designated send time passes, if I send another non-delayed message, both the non-delayed message and the delayed message will go out.
I am connected to Microsoft Exchange 2003 (which is also the only account configured in Outlook). Outlook is not using cached exchange mode, and Outlook shows as being online throughout the whole process.