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https://issues.apache.org/jira/browse/GUACAMOLE-1236?page=com.atlassian.jira.plugin.system.issuetabpanels:comment-tabpanel&focusedCommentId=17259699#comment-17259699
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R Aspinwall commented on GUACAMOLE-1236:
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Guacamole in a DMZ is providing access to Windows VMs in a Lab and firewall
policy permits RDP/SSL access only, Remmina and Windows Remote Desktop have no
problem connecting. Using the same setup connections to Windows Server 2016 and
earlier work, it stopped working with Windows Server 2019. Unfortunately we
have to now use Server 2019.
> Guacamole 1.2.0 can not make RDP connection to Windows 2019 Server
> ------------------------------------------------------------------
>
> Key: GUACAMOLE-1236
> URL: https://issues.apache.org/jira/browse/GUACAMOLE-1236
> Project: Guacamole
> Issue Type: Bug
> Components: RDP
> Affects Versions: 1.2.0
> Environment: Ubuntu 20.04 Server running Guacamole 1.2.0
> Reporter: R Aspinwall
> Priority: Major
>
> Found that old Guacamole 0.9.14 server would not establish an RDP to Windows
> 2019 Server, but was able to connect using Windows RDP client.
> After experimentation on the Windows 2019 Server, I found a Group Policy
> setting which would allow Guacamole 0.9.14 to make an successful RDP
> connection.
> Modify Group Policy (for Guacamole 0.9.14)
> Computer Configuration -> Administrative Templates -> Windows Components ->
> Remote Desktop Service -> Remote Desktop Session Host -> Security -> Require
> use of specific security layer for remote (RDP) connections - Enable (and
> set to policy to negotiate)
>
> Tried with Guacamole 1.2.0 on our new server and to get it to work I had to
> change the Group Policy
> Modify Group Policy (for Guacamole 1.2.0)
> Computer Configuration -> Administrative Templates -> Windows Components ->
> Remote Desktop Service -> Remote Desktop Session Host -> Security -> Require
> use of specific security layer for remote (RDP) connections - Enable (and
> set to policy to RDP)
>
> There is a bug in Guacamole RDP client in 1.2.0 in that it can not negotiate
> RDP or SSL connectivity with Windows 2019 Server. When you configure Windows
> 2019 to use SSL in the Group Policy object above the connection fails, if set
> to negotiate it fails it only works with set to RDP
>
>
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