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Microsoft has announced end of support for Windows Server 2008 and Windows Server 2008 R2 - these server versions will not be supported after 14 January 2020.
As a result, Umbrella will not support Active Directory Connectors deployed on Windows Server 2008, Windows Server 2008 R2 and any earlier server versions beyond 14 January 2020. After this date, Umbrella AD Connectors on Windows Sever 2008/2008 R2 or earlier are not guaranteed to successfully sync to Umbrella - so AD user/group changes or connector health details may no longer be synced, and the Connector may not receive information about newly deployed Virtual Appliances to be able to send IP-user mappings.
Customers who have deployed the Umbrella Active Directory Connector on Windows Server 2008 or Windows Server 2008 R2 should migrate the Connector to a supported server version (Windows Server 2012, Windows Server 2012 R2, Windows Server 2016 or Windows Server 2019) at the earliest for continued Umbrella support.