Where/how to troubleshoot external gateway and internal connection brokers etc.??????

We have gateway.domain.org as our external/internal gateway server.
It goes from gateway.domain.org to rdbroker.domain.local, rdbroker is the DNS address for two connection broker servers.
After this it should set up the connection and create a remote desktop to one of the RDS host servers in the RDS host farm.
Sometimes this works, sometimes it doesn't -- for different user accounts and different computers.
How to troubleshoot this??
We know the firewall rules for DMZ etc. etc. are properly configured because everything IS observed to work, just not all the time consistently. We get errors about cannot contact the computer, cannot establish remote desktop connection...
Thank you, Tom

Hi Tom,
Firstly, you need to recheck the DNS entry is well setup for your case. Are you using DNS RR for Load balancing the server or 3rd party load balancer? Have you setup the proper certificate for your case?
Please check whether required ports is opened? We need to open TCP port 443 and UDP port 3391 and forward them to your RD Gateway server. Also need to specify the external FQDN of your RD Gateway server in deployment properties under RDS server manager. If
you have RDWeb and RDG on the same server this would be the same FQDN that your users will use for RDWeb. Please see whether you have properly configured RD RAP and RD CAP policy.
You can go through beneath article for more details.
Step by Step Windows 2012 R2 Remote Desktop Services – Part 3
https://msfreaks.wordpress.com/2013/12/26/windows-2012-r2-remote-desktop-services-part-3/
Hope it helps!
Thanks.
Dharmesh Solanki
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