Outlook should have an option somewhere to "Delete messages from the server", once they have been downloaded.
It will be in Tools > Options somewhere. Is that option selected?
I send out a (community newsletter) mass email once a week. I usually do it straight from my live.com account. I started to transition over to outlook this week. I just sent out a message (from live.com, because that's where my contact list is) and I keep getting that same email delivered back to me! Like everytime it checks the mail, it has
another one in my inbox! It's not an e-mail saying it couldn't deliver it, or anything. It's the e-mail I sent and everyone I get the same time on it. Is everybody I sent it to being baraged with these stupid copies? How can I fix this? They just keep coming! I already tried to switch to "work offline" and restart outlook and it didn't help. Please, if you have any thoughts, let me know. I don't know who else to ask.