This could be due to CredSSP encryption oracle remediation. Most versions of MSTSC have been updated with an explicit message telling you what’s wrong: So far, I have seen problems in Remote Desktop Connection and System Center products. Developers control which authentication methods their applications use, and they won’t necessarily make you aware. Unfortunately, truly fixing it requires that patched systems reject CredSSP communications from unpatched systems. Starting with the April 2018 Windows security patches, Microsoft began cleaning up a remote execution vulnerability in CredSSP.
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