The test pass without any hard issue, clients from outside the organization were connecting without any problem and fast ! But from the domain network itself workstation couldn’t connect with outlook, OWA was working fine any were, so I ran: Get - ClientAccessServer | Test - OutlookWebServices - Identity - MailboxCredential ( Get - Credential ) | fl in order to check outlook connectivity i used Microsoft Connectivity analyzer : I had a weird case of organization suffering from outlook that couldn’t connect to the exchange, the security window was popping all the time regardless the credential input.
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