Windows Server 2019 Remote Desktop Services must be configured with the client connection encryption set to High Level.

Severity
Group ID
Group Title
Version
Rule ID
Date
STIG Version
mediumV-205637SRG-OS-000033-GPOS-00014WN19-CC-000380SV-205637r958408_rule2025-02-253
Description
Remote connections must be encrypted to prevent interception of data or sensitive information. Selecting "High Level" will ensure encryption of Remote Desktop Services sessions in both directions. Satisfies: SRG-OS-000033-GPOS-00014, SRG-OS-000250-GPOS-00093
ℹ️ Check
If the following registry value does not exist or is not configured as specified, this is a finding: Registry Hive: HKEY_LOCAL_MACHINE Registry Path: \SOFTWARE\Policies\Microsoft\Windows NT\Terminal Services\ Value Name: MinEncryptionLevel Type: REG_DWORD Value: 0x00000003 (3)
✔️ Fix
Configure the policy value for Computer Configuration >> Administrative Templates >> Windows Components >> Remote Desktop Services >> Remote Desktop Session Host >> Security >> "Set client connection encryption level" to "Enabled" with "High Level" selected.