I'm trying to track down an issue I have with sending emails from other email adddresss on the same AD/Email account. I.e. I have users with multiple email addresses, but when they try using the FROM field to change from the default email address it wont work.
This has nothing to do with users trying to send via another mailbox and I do appreciate that to the recipient it will only ever look like hes getting it from the default reply email domain.
The problem only occurs when Outlook is in Cached mode.
I think it's something to do with the Offline Address Book, but I need expert advice to help track down this issue.