We have a user who is trying to send a "delayed send" message from Outlook 2003 SP2 not in cached mode. She sends the message as a particular distribution list to another distribution list. She sets the message up to send at 12:05AM and it doesn't send. When the message is discovered to still be sitting in the outbox in the morning, it is opened and resent from the outbox and it goes. Our dilema is to figure out why the message doesn't send when it was scheduled. We are on Exchange 2003 on Windows 2003 servers. We have re-installed the client, re-done the profile, tried it from different pc's, combed through all the "send as" permissions on the distribution lists, and still find nothing that would cause us to believe it wouldn't work. Is there something we are overlooking??