Learn how to send mail stuck in your Outbox, or delete it, due to connection or password issues.
Make sure your mail server is online
Look at the bottom of your Outlook window. You'll see the words Connected to, followed by a server type, such as Microsoft Exchange, or you'll see Disconnected or Trying to connect…If you're disconnected, check your network cable, try restarting your computer, or contact your Internet Service Provider or your system administrator.
In the "Send or delete an email stuck in your outbox" video, we covered opening an email in your Outbox and an email with a very large attachment.
Emails can also get stuck in your Outbox if Outlook can't connect to your email server.
The status bar says that Outlook is disconnected.
If you're at work, try to connect to an internal web site using your browser.
If you're at home, try connecting to an internet web site, such as Bing.
If you can't connect to the web site, your email server may be down—contact your work's help desk, or at home, your email provider.
Many Internet-based email providers have status web pages.
If you can't connect to the web site, you may have a connectivity issue—contact your work's help desk, or at home, your Internet provider.
When the servers are back up or you have connectivity, the status bar will say connected and Outlook will send your emails.
If you changed the password for your Internet-based email, such as Outlook.com, you need to update the password in Outlook, too.
The status bar will say something like, NEED PASSWORD or SEND/RECEIVE ERROR.
It depends on your email provider and how the account is configured in Outlook.
Click File > Accounts settings, and Account Settings again.
Click the email account you want to update the password for, click Change, type the new password, and click Next.
Outlook verifies the password you just typed. Click Close, click Finish, and click Close again.
Click the Send/Receive tab, click Work Offline, and click Work Offline again. And the status bar now says CONNECTED.
If these solutions didn't work for you, see the course summary at the end of the course for links to additional Outlook 2013 resources.