If the Outlook is offline, you will see a status of Disconnected or Trying to Connect in the status bar at the bottom of your Outlook message. In order to fix the error of Outlook messages stuck in outbox, you can check whether the Outlook is online first. In this part, we will show you how to fix the error of email stuck in outbox. In this post, we will show how to fix the error of email stuck in outbox. If you come across this error, you are not alone and you have come to the right place. But some users reported that they encountered the issue of email stuck in outbox when sending an email and they do not how to fix it. The Outlook is one of the most popular emails among computer users. Have you encountered the error email stuck in outbox? How to fix the error of Outlook emails stuck in outbox? This post from MiniTool will show you how to fix the error of Outlook outbox not sending.