You’ll see a dialog box showing the results of the process, and your email might exit the outbox. If that doesn’t work, move on to the following steps. Make sure Outlook is online. 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.
Email Stuck In The Outbox
4.To use Cached Exchange Mode, check Use Cached Exchange Mode. Cached Exchange Mode allows you to work with items in your Exchange mailbox even when your network connection is slow or unavailable. 5.In the User Name box, type your user name. 6.Optionally, do any of the following: ##Click More Settings. On any of the tabs, select the options you want or your Exchange admin tells you to change. ##Click Check Names to verify the server recognizes your name and your computer is connected to the network. The server and account names you specified in steps 3 and 5 should become underlined.
I couldn't drag it, delete it, open it or resend it. I closed Outlook, used the task manager to close Outlook, tried exiting without sending, rebooted my machine, but nothing worked! Finally I clicked on the dropdown box on the task bar where it says 'Send/Receive' with the little folders icon.
As a result, we're recommending switching to one of. 
How to disable notifications for shared photo streams on mac. Or did you just try my solution. I am not expecting my solution will fix every case, but it is something else to try if you have exhausted all the other options! That is try this: Then these: rebuilding the mailbox typing in Gmail SMTP server password again changing the Gmail SMTP port settings restarting mail restarting computer repairing permissions move mail sandbox folders turn off SSL.
Outlook Outbox Not Sending
For the last three weeks, some messages get stuck in my Outlook Express outbox. I then logon through the internet and send the stuck messages from there (it's a pain, but that proves the problems are not caused by the messages I'm sending).
I've had the same issue as described above ever since I got my HTC Desire with Android 2.2, and it happened already with the factory version of Gmail app, and continued to happen after I updated the Gmail app to latet version on Android Market(Google Play). Here is a way to *send the messages that are stuck* in the Outbox.