A client just called me, and they had three messages stuck in their Outbox in Outlook 2010 on a Windows 7 machine (though these instructions apply to other versions of Outlook and Windows as well). The messages had unusually large attachments, and Outlook could never send them before timing out (or getting stuck, not sure exactly what was holding them up). When I checked the Send/Receive Progress screen, it showed that the messages were being sent and had no errors listed. Here’s what I did to solve the issue: Continue reading “E-mail Stuck in Outlook Outbox”