You have

ansible_user: [email protected]

set, implying that you want to use a domain user.

When you run, the following is shown:

transport=plaintext endpoint=https://XXXXX:5986/wsman 
<https://xxxxx:5986/wsman>

The transport needs to be kerberos to connect with a domain user.

I suspect you are missing the python kerberos library.

If this can't be loaded then ansible will attempt a plaintext connection 
which I am fairly certain won't work with a domain user.

You don't mention which OS you are running ansible on but you probably need 
to install

python-kerberos from yum 
or
pykerberos from pip

Hope this helps

Jon


On Tuesday, 2 February 2016 23:00:01 UTC, Nikhil Shah wrote:
>
> maybe this might be a bit more insight:
>
> ansible windows -m win_ping -vvvv 
>
> <10.40.1.31> ESTABLISH WINRM CONNECTION FOR USER: *root* on PORT 5986 TO 
> XXXXXXX
>
> <10.40.1.31> WINRM CONNECT: transport=plaintext endpoint=
> https://XXXXX:5986/wsman
>
> <10.40.1.31> WINRM CONNECTION ERROR: 500 WinRMTransport. [Errno 111] 
> Connection refused
>
> 10.40.1.31 | FAILED => 500 WinRMTransport. [Errno 111] Connection refused
>
>
>
> I've got a group_var/windows.yml:
>
>
>
> ansible_user: [email protected]
>
> ansible_password: XXXXXXXX
>
> ansible_port: 5986
>
> ansible_connection: winrm
>
> # The following is necessary for Python 2.7.9+ when using default WinRM 
> self-signed certificates:
>
> ansible_winrm_server_cert_validation: ignore
>
> On Tuesday, February 2, 2016 at 4:01:55 PM UTC-5, Nikhil Shah wrote:
>>
>>
>>
>> Feb 2, 12:42
>>
>> Hello,
>>
>> I followed the guidelines in setting up a windows node. 
>> http://docs.ansible.com/ansible/intro_windows.html#windows-system-prep
>>
>> I am using Windows 2008 R2, which had PowerShell 2.0 installed; I 
>> upgraded to PowerShell 4.0 (since the requirements said PowerShell 3.0)....
>>
>> When trying to run ansible, I am running the following and getting the 
>> below listed error message:
>>
>> ansible-playbook -i hosts ipconfig.yml --ask-vault
>> Vault password:
>>
>> PLAY [test raw module] 
>> ********************************************************
>>
>> TASK: [run ipconfig] 
>> ********************************************************** 
>> fatal: [qa-codegen01.theorchard.local] => 500 WinRMTransport. [Errno 111] 
>> Connection refused
>>
>> FATAL: all hosts have already failed -- aborting
>>
>>
>>
>> Note - I went ahead and enabled winRM and configured with the following 
>> settings:
>>
>> winrm quickconfig -q
>>
>> winrm set winrm/config/winrs '@{MaxMemoryPerShellMB="300"}'
>>
>> winrm set winrm/config '@{MaxTimeoutms="1800000"}'
>>
>> winrm set winrm/config/service '@{AllowUnencrypted="true"}'
>>
>> winrm set winrm/config/service/auth '@{Basic="true"}'
>>
>>
>>

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