Hi there,

2 things you can try. Add a group or host var 
ansible_winrm_server_cert_validation: ignore. Alternatively try out newer 
pywinrm: 
http://groups.google.com/group/ansible-project/t/bc497e9abbc592b6?utm_source=digest&utm_medium=email

With that you can use ansible_winrm_transport:ntlm or kerberos

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