WorkaroundĬonfigure the Exchange server to support Compatible mode by using the instructions from KB article 980436. When SSL is disabled and secure renegotiation is implemented as defined in RFC 5746, Outlook requires the server to be in Compatible mode so that the session can be renegotiated from SSL to Transport Layer Security (TLS). The connection failure occurs because Outlook for Mac uses SSL to establish communication with an Exchange server. You cannot connect to a server that is running Microsoft Exchange Server from a Microsoft Outlook 2016 for Mac or Outlook for Mac 2011 client after disabling Secure Sockets Layer (SSL) on the server. Outlook 2016 for Mac Outlook for Mac for Office 365 More.
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