What is the cause to this RDP dialogue appearing when trying to connect?

Question

I have 2 windows server 2022 that I can RDP into successfully. Only one of these servers have a different dialogue box that appears mentioning "This problem can occur if the remote computer is running a version of Windows that is earlier than Windows Vista, or if the remote computer is not configured to support server authentication". The other windows server does not have this dialogue box appearing.

Any idea what causes this and how to resolve this?

Answer 1

Hi Edit,

I am not sure if this will help you, but, just as a thought....

There are 2 things I can think of off the top of my head.

1. You haven't mentioned if you are in an Active Directory domain environment. If one server is in the Domain and another is not then, that MAY explain the difference.
2. Not in a Domain and/or using certificates.
   1. One server has a certificate from a trusted CA and the other hasn't OR...
   2. both servers are using their default self-signed RDP certificate, and, at some stage, someone has chosen to 'trust' the RDP certificate from the server that isn't throwing the message but has not yet trusted the certificate from the other server which is throwing the message

Do you get a certificate warning/message prior to or after this message?

HTH

Answer 2

Hello,

Previous version windows have different Encryption Algorithm with the current version, so I suggest upgrading your system version.

Check your encryption algorithm, and you can find supported for each version in this link:

https://learn.microsoft.com/en-us/windows/win32/secauthn/schannel-cipher-suites-in-windows-vista

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