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Office 365 and Outlook Click to Run

We have a remote consultant working for our company who has been setup with an O365 exchange email account.  When trying to connect to his mailbox using the wizard in Outlook 365 (click to run) it tries to connect to O365 but then fails to connect.  He’s not even getting the Outlook dialogue box to enter his password.   It just spins then returns the default Outlook is struggling to connect.  It’s difficult for me to get access his laptop to troubleshoot as he’s in a different time zone.  He can access his mailbox via his mobile phone and the O365 portal direct from the same laptop and the same internet connection.  
Any ideas?
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Amit
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Thanks for the points. Request you to share the result also.