If you see your messages stuck in the Outbox, and it doesn’t reach its recipient, try the following methods to fix this issue.
Check out the information bar at the bottom of Outlook window:
If you see Disconnected, Working Offline, or Trying to connect…, that means that Outlook can’t connect to the email server and it can’t send your messages.
Click on Send/Receive, in the Performance section click on Work Offline to toggle between offline and online mode.
NOTE: you may have to open the message and send it again
If you aren’t connected to the Internet, outlook won’t be able to send your message.
1. Open your Internet browser, Such As Chrome, Firefox, or Edge.
2. Try opening any website (for Example Google.com)
3. if you can’t open the website, then call your Network Administrator to troubleshoot your connectivity.
If you’re sending a message with a large attachment (for example, 35MB for WorldPosta Users), some Email providers won’t let you send a message with an attachment larger than a certain size; large attachments can make your message unable to be sent. (And any messages sent after the message with the large attachment).
1. Go to Outbox (in the folders panel, in the left the Outlook window).
2. If you find a message with a large attachment, delete the attachment and try to attach a smaller one.
3. Try sending the message again.
If this doesn’t solve your issue, see next,
If you have changes your website recently (in WorldPosta Webmail OWA), you will have to change it in Outlook too.
1. Click on File > Account Settings > Account Settings.
2. On the E-mail tab, select your email account, then select Change.
3. Type the new password in the Password field, then click Next > Close > Finish.
NOTE: Once you change your password, you may need to open Outbox and send the message again.
Your antivirus may prevent Outlook from sending a message, may your attachment contains a virus or a harmful program.
Contact your Antivirus support or your helpdesk.
Sometimes, your outlook add-ins may crash, and it may prevent your message from sending.
Try using Outlook without add-ins by starting Outlook in the safe mode.
1. Click the Windows start menu.
2. In the search box, type outlook.exe /safe, then press Enter.