
RayH.44389 (Customer) asked a question.
I have a Windows 2k12 server that I'm trying to access using RDP via Okta ASA. I have TWO Okta gateways running Ubuntu 22.04 - scaleft-gateway 1.83.5. The configuration on my gateways is identical. When the connection is brokered via one of the gateways I connect ok. The other gateway fails with:
ERROR*011ERRCONNECT_TLS_CONNECT_FAILED [0x00020008]*011{"peerchild": "gatewayd-agent", "source": "rdp_internal", "T": "2024-10-28T11:38:10.798-0400"}
I put the successful gateway in debug and I can see the client rdp certificate being returned from the windows server, the failing gateway never receives the cert. Both of my gateways are able to access every other system in this environment - its just this one Windows 2k12 system that fails on the one gateway.
Okta gateway config:
LogLevel: info
LDAP:
StartTLS: true
RDP:
Enabled: true
DangerouslyIgnoreServerCertificates: true
VerboseLogging: true

Hello @RayH.44389 (Customer) , thank you for contacting Okta Community.
I've brought your question to a few of our colleagues who have more experience with similar issues. This is likely a firewall issue. We suggest checking the rules of both gateways against the target server to ensure there is no conflict.
If you need more personalized assistance and have a paid account, you can open a case here. One of our engineers could review your configuration and perform more in-depth troubleshooting to identify the cause and find a solution.
Regards.
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