I appreciate that you do not want to share the URL, but it would be good if you could confirm or deny that you have
/web in your CMS address, if you do then that implies an error in server configuration, please see http://xibo.org.uk/manual/en/install_environment.html
Looking at your XMR status, then that's clearly not configured at all or at least not correctly - do you have zeroMQ installed and enabled and XMR configured in your CMS settings? (there is a link to XMR page from the manual page linked earlier)
What's your player local library path and the CMS library path please?
Looking at the 'Media' on your Display Manage page, it seems that this display is indeed downloading files multiple times, which could imply a problem with either downloading (connection issue) or storing those files on this specific PC.
Although if all installs are the same, then at least CMS library is most likely fine.
In CMS settings -> general what do you have in 'File download mode'? In most cases it should be set to OFF.
You can also try to clear the display cache (just edit&save it on Displays page).