I have recently implemented Exchange 2003 and am now experiencing a problem with our users who travel. Messages are getting stuck in the Outbox. The way I have them configured is like this. I have two profiles setup in Outlook. One is "In Office" and one is "Out of Office". Both profiles are pointing to the same PST file. The "in office" profile is using Exchange to send and receive. The "Out of Office" profile is using POP/SMTP to send and receive. Both profiles are using the same PST file to deliver mail to. They have no problems when in the office and using Exchange. The problem comes in when they are traveling and sending out email using SMTP. They can send out 70% of their emails without a problem out of the office. The other 30% get stuck in the outbox. Once they come into the office they can switch to the Exchange "in office" profile and send and maybe 1 or 2 will go out. The rest have to be deleted and recreated.
In testing a few things I noticed that if I open up the POP account while in the office I got all of the messages to send that were stuck. I just don't know what is causing the messages to get stuck in the first place while they are out of the office. They get no errors sending and recieving, they just don't move.
Any help will be greatly appreciated.