Outlook 2011 sent email not uploading copy to computer

I have discovered that for the last 2 weeks that a copy of sent emails is not showing in either my sent items folder or on webmail (I use go daddy.com). If I go into my sent items file and hit send / receive the note at the bottom of the page tells me that Outlook is "uploading 1/174" which tells me that nothing is going through. 

My sent emails are actually getting to the recipients but the copy of the file is not showing and appears to be stuck between the server and my computer. I really need to have a copy of sent emails for record keeping purposes. Any suggestions as to how I fix this?

Thanks Warren