Event ID: 1280 Server 2012 RDS - web app fail on second session host

Hello there
Topography
SBS 2011 (domain controller)
Two VM’s:
VM1 – All RDS rolls: RD Gateway , Connection broker, Licensing and RD access installed and acting as a session host with an active collection for RD web apps. A CA trusted certificate is installed.
VM2 – Session host with a second collection for RD web apps
Problem
I have a single app installed on both session hosts (the apps require their own servers). Both appear on the RDWeb site available for use. I can run the app hosted on VM1 no problem, but when I try to open the second app hosted on VM2 I get
two issues:
An error is returned
“Your computer can’t connect to the remote computer because the Remote Desktop Gateway server address and the certificate subject name do not match. Contact your network administrator for assistance".
When viewing the certificate, it actually shows the CA cert installed on the
SBS server for RWW, not the cert on VM1. This has me puzzled
Secondly on VM 2, I get
Event ID: 1280 Warning Microsoft Windows TerminalServcies-session broker client
Remote Desktop Services failed to join the Connection Broker on server sever-vm1.local.
Error: Current async message was dropped by async dispatcher, because there is a new message which will override the current one.
When I run the app internally it seems to load but then disappears.
Some further config info if it is relevant:
I have port 4043 (443 used) as the only port directed to the gateway
Am I missing something simple? DNS? Port forwarding issue on the router? Its my first deployment of this nature with RDS 2012
Regards
MIS5000

Hi,
Thank you for posting in Windows Server Forum.
Firstly please check the RDP version you are using. I suggest you to update to RDP 8.1 for better feature and functionality. Now other thing verify that you have the RD Gateway certificate name matches the external FQDN of the RD Gateway Server. Also please
check that certificate is added under local computer\personal store and must be signed by trusted root authority.
Please check below article for more detail.
TS Gateway Certificates Part III: Connection Time Issues related to TS Gateway Certificates
http://blogs.msdn.com/b/rds/archive/2008/12/18/ts-gateway-certificates-part-iii-connection-time-issues-related-to-ts-gateway-certificates.aspx
In regards to resolve other issue (Event ID 1280), identify and fix any connectivity problems between the RD Session Host server and the RD Connection Broker by doing the following:
• Check network connectivity to the RD Connection Broker.
• Start the Remote Desktop Connection Broker service.
• Add the RD Session Host server to the Session Broker Computers group.
More information.
Event ID 1280 — RD Connection Broker Communication
http://technet.microsoft.com/en-us/library/ee890889(v=ws.10).aspx
Hope it helps!
Thanks.
Dharmesh Solanki
TechNet Community Support

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Event ID: 1280 Server 2012 RDS - web app fail on second session host

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