Every time I have more than 4 email addresses to send, the email stays in the Outbox NEVER to be sent! I have Outlook as part of Office 2013. This has been going on for a long time. I'm just getting around to asking for help. I can have 5-6 or more and it will get hung up in the Outbox. I have 4 and it sends? It doesn't matter if the email is 2 words long or 200. It doesn't matter if there is an attachment or not. It is that simple...over 4 email recipients and your dead in the water?? Thanks for your help!