Hello. This has been a reoccurring problem. I will create an email and it sends normally, no problem. Then all the sudden, I?ll notice emails I created just hanging in the outbox. I hit the send button, won?t go. No error messages popup. Authentication check box is selected in the email account settings. Ports are standard ports at 110 and 25. The company hosting the email is Networksolutions.com. Then once you reboot the workstation, then the email sends normally. Antivirus system (Norton 360 is installed and the definitions are uptodate). The PST file was at 2 gigs, I created a archive pst and moved a lot of emails over to the archive pst file. So the Personal PST file is now at 800mb. There is no internal exchange server. Any suggestions to why outlook is doing this?