Ok. Here's something that works though it shouldn't be done as it's a 
security risk.

So, if you're using the "ansible" command under MacOSX Yosemite, here's how 
to get things to work:

1. Edit (or create) the 
file /Library/Python/2.7/site-packages/sitecustomize.py
2. Add this code to the file:

import ssl

try:
    _create_unverified_https_context = ssl._create_unverified_context
except AttributeError:
    # Legacy Python that doesn't verify HTTPS certificates by default
    pass
else:
    # Handle target environment that doesn't support HTTPS verification
    ssl._create_default_https_context = _create_unverified_https_context


That's it. Works great now. Security risk, obviously, but I consider this a 
temporary fix.

J

On Friday, October 16, 2015 at 10:37:07 AM UTC-5, Slim Slam wrote:
>
> There is quite a bit of noise about this issue under Ansible 1.94 and 2.00 
> here:  
>
> https://github.com/ansible/ansible/issues/10294
>
> But no resolution.
>
> J
>
> On Friday, October 16, 2015 at 10:05:47 AM UTC-5, J Hawkesworth wrote:
>>
>> My impression is this is because of the python version that you get with 
>> recent OSX.
>>
>> If I recall it was python 2.7.9 that introduced the cert checking in 
>> python.  
>>
>> On Friday, October 16, 2015 at 3:59:23 PM UTC+1, Trond Hindenes wrote:
>>>
>>> As far as I can see this works differently when using OSX as a control 
>>> node as opposed to Ubuntu, Centos or other Linux distros. I'm seeing a lot 
>>> of these errors when Ansible is running from OSX. Not sure if pywinrm 
>>> behaves differently on osx than on Linux?
>>>
>>> On Friday, October 16, 2015 at 4:48:06 PM UTC+2, Slim Slam wrote:
>>>>
>>>> I shortened the path to make the posting easier to read. The actual 
>>>> path is something 
>>>> much longer.  :) 
>>>>
>>>> Thanks for taking the time to look though. 
>>>>
>>>> On Tue, Oct 13, 2015 at 7:45 AM, J Hawkesworth 
>>>> <[email protected]> wrote: 
>>>> > Just wondering if the callback plugin is actually getting loaded. 
>>>> > 
>>>> > You have 
>>>> > 
>>>> > callback_plugins = /callback_plugins/fix-ssl.py 
>>>> > 
>>>> > 
>>>> > configured but that would be an unusual location if you intended an 
>>>> absolute 
>>>> > path.  I think you need to configure a full path to the folder, not 
>>>> the name 
>>>> > of a file for callback_plugins if I recall. 
>>>> > 
>>>> > So something like 
>>>> > 
>>>> > callback_plugins = /usr/share/local/callback_plugins/ 
>>>> > 
>>>> > 
>>>> > (and obviously you'd need to put fix-ssl.py into 
>>>> > /usr/share/local/callback_plugins).  I'm not familiar with OSX paths 
>>>> so 
>>>> > /usr/share/local/callback_plugins is just intended to be an example 
>>>> folder. 
>>>> > 
>>>> > Hope this helps, 
>>>> > 
>>>> > Jon 
>>>> > On Monday, October 12, 2015 at 4:31:27 PM UTC+1, Slim Slam wrote: 
>>>> >> 
>>>> >> Has anyone gotten Ansible 1.9.4 to work with Windows Server using 
>>>> the 
>>>> >> "ansible" (not ansible-playbook) command? 
>>>> >> 
>>>> >> J 
>>>> >> 
>>>> >> On Sunday, October 11, 2015 at 12:21:05 AM UTC-5, Slim Slam wrote: 
>>>> >>> 
>>>> >>> 
>>>> >>> Using Ansible 1.9.4 and Python 2.7.10 on MacOSX 10.10.5 
>>>> >>> 
>>>> >>> When attempting: 
>>>> >>> 
>>>> >>> env ANSIBLE_LOAD_CALLBACK_PLUGINS=1 ansible winserv -i 
>>>> ../windows_servers 
>>>> >>> -m win_ping 
>>>> >>> 
>>>> >>> I get: 
>>>> >>> 
>>>> >>> 54.68.166.123 | FAILED => 500 WinRMTransport. [SSL: 
>>>> >>> CERTIFICATE_VERIFY_FAILED] certificate verify failed (_ssl.c:590) 
>>>> >>> 
>>>> >>> As suggested in previous postings, I have a file named fix-ssl.py 
>>>> in my 
>>>> >>> callback_plugins folder: 
>>>> >>> 
>>>> >>> import ssl 
>>>> >>> if hasattr(ssl, '_create_default_https_context') and hasattr(ssl, 
>>>> >>> '_create_unverified_context'): 
>>>> >>>     ssl._create_default_https_context = 
>>>> ssl._create_unverified_context 
>>>> >>> 
>>>> >>> class CallbackModule(object): 
>>>> >>>     pass 
>>>> >>> 
>>>> >>> And in my ansible.cfg file, I have: 
>>>> >>> 
>>>> >>> bin_ansible_callbacks=True 
>>>> >>> callback_plugins = /callback_plugins/fix-ssl.py 
>>>> >>> 
>>>> >>> How can I get this to work? 
>>>> >>> 
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>>>>  
>>>>
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>>>> > For more options, visit https://groups.google.com/d/optout. 
>>>>
>>>

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