Thanks for the info from what you have given me there is a chance that your
NTLM level is set to NTLMv2 only and the libraries installed on your
Ansible host don't support that. You can verify that by running in
Powershell
(Get-ItemProperty -Path HKLM:\System\CurrentControlSet\Control\Lsa
winrm get winrm/config/service
Service
RootSDDL = O:NSG:BAD:P(A;;GA;;;BA)(A;;GR;;;IU)S:P(AU;FA;GA;;;WD)(AU;SA;
GXGW;;;WD)
MaxConcurrentOperations = 4294967295
MaxConcurrentOperationsPerUser = 1500
EnumerationTimeoutms = 24
MaxConnections = 300
Hey
There is a myriad of reasons why this might not work but here is where I
would start. Run the following commands in Powershell and paste the info
here and we should be able to help a bit more
Write-Host "WinRM Service Settings"
winrm get winrm/config/service
Write-Host "WinRM Listener
