Ok, the title is a bit misleading. Bear with me. Outlook Express 6, XP Home, Norton AV (not NIS) '08 w/ outgoing scanning on. Here's the problem. A couple weeks ago I was getting a message from Outlook Express that my messages were not being sent (sorry, don't have the exact error). They just stayed in the Outbox. However, people told me that they were receiving my messages! I tracked it down to my Sent Items.dbx being too large (over 2 GB?) so I deleted a bunch of messages and now it mostly works fine. But... currently, when I try to send emails with attachments, they do the same thing. Oex says there was an error sending them, but they are received by my intended recipients. And they stay in the Outbox. The annoying thing is that sometimes I forget to move them and they get sent multiple times. Here's another post by someone who has the same problem - http://www.softwaretipsandtricks.co...-express-will-not-send-email-attachments.html Any ideas? Thanks guys!