Interesting. 

This change was recently added so you can force the 
ConfigureRemotingForAnsible.ps1 to generate a new self-signed cert by 
running like this:

.\ConfigureRemotingForAnsible.ps1 -ForceNewSSLCert true

https://github.com/ansible/ansible/pull/15275

As its says in the PR 'This is necessary when a CN name changes and the 
self-signed cert is no longer valid and winRM is not allowing a connection 
because of winRM SSL validation errors.'

Hope this helps,

Jon

On Monday, June 6, 2016 at 1:20:21 PM UTC+1, Mike Fennemore wrote:
>
> I'm beginning to think this might be as a result of the problem servers 
> being templated in VMWare perhaps?
>
> On Wednesday, June 1, 2016 at 7:41:50 PM UTC+2, Matt Davis wrote:
>>
>> Sorry, by "local user" I just meant using a non-domain user via 
>> pywinrm/Ansible. But yeah, for Basic to work, you'd have to (temporarily) 
>> enable unencrypted auth with something like:
>>
>> Set-Item WSMan:\localhost\Service\AllowUnencrypted $true
>>
>> The HTTPS_PROXY not working seems odd- I use it dozens of times a day... 
>> Sure you've got it exported? The problem is almost certainly on the 
>> control-machine side, as it'd just hang if the envvar worked and Fiddler 
>> wasn't configured properly.
>>
>> On Monday, May 30, 2016 at 12:45:48 AM UTC-7, 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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