I found this issue started happening to me after this update of pywinrm: 
https://github.com/diyan/pywinrm/tree/7ab74a4b8fbeb2af707c5628703c485f8d14238d

So, I started using an earlier version:
pip install 
https://github.com/diyan/pywinrm/archive/df049454a9309280866e0156805ccda12d71c93a.zip

Joe

On Friday, August 22, 2014 8:55:11 AM UTC-5, Matt Martz wrote:
>
> This is probably the same issue as what is mentioned at 
> https://github.com/ansible/ansible/issues/8720
>
> However, without the traceback in the issue I am unsure.
>
> The specific traceback that you are seeing, is masking the real issue. 
>  The real issue likely occurred earlier causing the 
> initial WinRMTransportError exception to be raised.
>
>
> On Fri, Aug 22, 2014 at 8:25 AM, Avinash Singh <[email protected] 
> <javascript:>> wrote:
>
>> I am experiencing the same issue.
>>
>>
>> On Friday, 22 August 2014 08:25:31 UTC+2, Zhenkai Jiang wrote:
>>>
>>> Hi All,
>>>
>>> I am a very newbie to Ansible.  I am running Ansible 1.8-dev from source 
>>> (Tried 1.7.1 from pip as well)
>>>
>>> I wanted to control windows machine So I setuped the workstation (Centos 
>>> 6.3) followed steps on http://docs.ansible.com/intro_windows.html
>>>
>>> Below is what I got:
>>>
>>> [root@ansible-test-1 ~]# ansible windows  -i ~/hosts  -m win_ping 
>>> --ask-vault-pass -vvvv
>>> Vault password: 
>>> <15.126.222.251> ESTABLISH WINRM CONNECTION FOR USER: Administrator on 
>>> PORT 5986 TO 15.126.222.251
>>> <15.126.222.251> WINRM CONNECT: transport=plaintext endpoint=
>>> https://15.126.222.251:5986/wsman
>>> 15.126.222.251 | FAILED => Traceback (most recent call last):
>>>   File "/root/ansible/lib/ansible/runner/__init__.py", line 566, in 
>>> _executor
>>>     exec_rc = self._executor_internal(host, new_stdin)
>>>   File "/root/ansible/lib/ansible/runner/__init__.py", line 678, in 
>>> _executor_internal
>>>     return self._executor_internal_inner(host, self.module_name, 
>>> self.module_args, inject, port, complex_args=complex_args)
>>>   File "/root/ansible/lib/ansible/runner/__init__.py", line 849, in 
>>> _executor_internal_inner
>>>     conn = self.connector.connect(actual_host, actual_port, 
>>> actual_user, actual_pass, actual_transport, actual_private_key_file)
>>>   File "/root/ansible/lib/ansible/runner/connection.py", line 44, in 
>>> connect
>>>     self.active = conn.connect()
>>>   File "/root/ansible/lib/ansible/runner/connection_plugins/winrm.py", 
>>> line 132, in connect
>>>     self.protocol = self._winrm_connect()
>>>   File "/root/ansible/lib/ansible/runner/connection_plugins/winrm.py", 
>>> line 90, in _winrm_connect
>>>     err_msg = str(exc.args[0])
>>> IndexError: tuple index out of range
>>>  
>>>
>>> Any advices? Really appreciated that.
>>>
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>
>
>
> -- 
> Matt Martz
> [email protected] <javascript:>
> http://sivel.net/ 
>

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