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RDP connection through VPN only to RAS IP not to main IP
I have the following scenario: I configured a Windows 2012R2 Server as RAS server. When I connect per VPN, I can RDP to the server only by the RAS IP (which comes from DHCP) not by the main IP. I...
Agreed on routing issues. Dual gateways would likely be problematic. I'd hope by "DC-02" you didn't mean a domain controller. Multi-homing a domain controller will always cause no end to grief. If so I'd recommend installing the RASS / VPN roles on a member server.
I guess by "main IP" you mean public? Might try from PowerShell from source and target to see if its listening.
Test-NetConnection -ComputerName "192.168.49.142" -CommonTCPPort "RDP" -InformationLevel "Detailed"
or also try;