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(You can counteract this by using OneDrive for Business to collaborate on large files instead.) 4. Is your message being slowed down by a large attachment?ĭepending on the speed of your internet service provider, if you’ve attached a large file to your email message, you may see it sitting in the outbox because it’s simply taking awhile to send, and it may be blocking all subsequent emails from sending. If you use Office 365, check your internet connection, wait a few minutes to make sure it’s not a momentary O365 outage, and try again.Īre you sure your mail is supposed to send immediately? If you’ve set a rule to delay message sending, you will see your mail in the outbox for awhile. In your status bar at the bottom of your Outlook message, you’ll see a status of “Disconnected” or “Trying to Connect” that could explain why your messages aren’t sending. If your mail is hosted on an on-premise Exchange server, it’s possible that the local server is down–you may want to check with your admin. If that doesn’t work, move on to the following steps. You’ll see a dialog box showing the results of the process, and your email might exit the outbox. Go to the Send/Receive tab and click Send All.

These steps apply starting with Outlook 2013.

Has that ever happened to you? We collected some troubleshooting instructions that should help you get your messages traveling smoothly again. A common complaint of Outlook users is that their email send process takes too long, “hangs,” or traps messages in the outbox.