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Outlook To JIRA offers two methods for auto-update:

First method (Automatically):

The update is initiated automatically at startup.

1. A window with the message “A new Outlook To JIRA Add-on version is detected, update Now?” will appear
2. Click “Yes” to update now or “No” to update later or “Cancel”
   
   
   
   
3. Restart your Outlook when update finishes

Second method (Manually):

1. Click on the “JIRA” icon displayed in the top right menu in Outlook
2. Click on “Check for updates"
   
3. Restart your Outlook when update finishes