​An error message "Failed to Load Outlook" shows up when clicking the ribbon button Send as attachments, like the screenshot below:




​This is possibly caused by impropriate permission for the current log on user to upload file from SharePoint site to Outlook. Please set up:

  1. Add the site information in ‘Credential Manager’ on the local machine(in control panel)
  2. Modify IE settings -> Security -> Custom levels -> User Authentication, choose the second or third option:


Applies for: SharePoint 2010

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