Seems a little odd but having set the HTTPS_PROXY to the fiddler box, when 
I run a win_ping to the problem server it does not register any connection 
in fiddler.

On Monday, May 30, 2016 at 9:45:48 AM UTC+2, Mike Fennemore wrote:
>
> For testing locally I'm assuming you mean Test-WSMan -Authentication Basic 
> -Credential <problem account> ? I am currently connecting on 5986 with 
> ignore certificate validation turned on.
> So in that case I would add -UseSSL switch on the Test-WSMan. Currently 
> running Test-WSMan -Authentication Basic -Credential <problem account> 
> gives:
>
> Test-WSMAN : <f:WSManFault xmlns:f="
> http://schemas.microsoft.com/wbem/wsman/1/wsmanfault"; Code="2150858974" 
> Machine="Server101"><f:Message>The WinRM client cannot process the request. 
> Unencrypted traffic is currently disabled in the client configuration. 
> Change the client configuration and try the request again. 
> </f:Message></f:WSManFault>
> At line:1 char:1
>
> Normally I would say that would mean mean configuring AllowUnencrypted on 
> Winrm Client, however the other working systems do not have this configured.
>
> Running Test-WSMAN -Authentication Negotiate -Credential "<user>" 
> -ComputerName localhost returns:
>
> wsmid           : 
> http://schemas.dmtf.org/wbem/wsman/identity/1/wsmanidentity.xsd
> ProtocolVersion : http://schemas.dmtf.org/wbem/wsman/1/wsman.xsd
> ProductVendor   : Microsoft Corporation
> ProductVersion  : OS: 6.3.9600 SP: 0.0 Stack: 3.0
>
> I will try the Fiddler method shortly and return the results.
>
> On Friday, May 27, 2016 at 7:48:53 PM UTC+2, Matt Davis wrote:
>>
>> Hey Mike,
>>
>> Unfortunately pywinrm currently has *zero* logging/diagnostic 
>> capabilities (something I'd like to correct for troubleshooting stuff like 
>> this). Meantime...
>>
>> A couple of things to try:
>> - Does it work with Basic auth and a local user on that same box?
>> - Any chance you could run with Fiddler in the middle? Just run Fiddler 
>> on some Windows box, configure it to capture/decrypt HTTPS and to allow 
>> external connection, then on your Ansible controller, export 
>> HTTPS_PROXY=http://(ip-of-fiddler-box):8888/ and go watch the fun.
>>
>> I'm mostly just curious where the connection reset is occurring, as there 
>> are numerous round-trips involved here (eg, is it NTLM auth failure, 
>> resource issue, or something else?).
>>
>> Thanks,
>>
>> -Matt
>>
>>
>> On Friday, May 27, 2016 at 7:26:32 AM UTC-7, Mike Fennemore wrote:
>>>
>>> I have a selected few workgroup Windows server 2012 R2 servers that give 
>>> the following error:
>>>
>>> <10.128.44.37> ESTABLISH WINRM CONNECTION FOR USER: ansible_user on PORT 
>>> 5986 TO 10.128.44.37
>>> server_101 | UNREACHABLE! => {
>>>     "changed": false,
>>>     "msg": "ntlm: ('Connection aborted.', error(104, 'Connection reset 
>>> by peer'))",
>>>     "unreachable": true
>>> }
>>>
>>> I am using ntlm with Ansible 2.1.0.0 and pywinrm [kerberos] 2RC4. I have 
>>> tested the port is open, recreated the listeners, run a curl to the server 
>>> which delivers a successful 411 response.
>>> Any ideas on further troubleshooting?
>>>
>>>
>>>

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