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Why is the "Open with Explorer" option in SharePoint 2013 failing?

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Each time a colleague or I attempt to "Open with Explorer" from SharePoint 2013, we receive an error message. Either our "client doesn't support this feature" or "We're having a problem opening this file location, add this site to your trusted networks etc... " We've already listed the site in the trusted zone, so what gives? Why does this issue still exist? Please help, any guidance is greatly appreciated.

Note completed checks:

  • We've already run 'services.msc' to ensure the WebClient feature is started.
  • We've already added the SharePoint site to our trusted sites

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