I have a very odd situation, I have a new installation of CentOS7 on a free 
version of VSphere and I'm trying to test out Ansible to configure Windows 
computers but I am getting the dreaded Code 500 when trying to do the 
win_ping
module from ansible. 

I am trying to use basic authentication and would NOT like to use any other 
kind of authentication. What could be causing this issue? I know I can 
manage with a vagrant centos7 machine doing exactly the same setup but 
cannot get anywhere with centos7 installed on a free vsphere machine. I 
have not added any certs anywhere.

I have run the script to enable WinRM on both Win10 machines:

Service
    RootSDDL = O:NSG:BAD:P(A;;GA;;;BA)(A;;GR;;;IU)S:P(AU;FA;GA;;;WD)(AU;SA;
GXGW;;;
WD)
    MaxConcurrentOperations = 4294967295
    MaxConcurrentOperationsPerUser = 1500
    EnumerationTimeoutms = 240000
    MaxConnections = 300
    MaxPacketRetrievalTimeSeconds = 120
    AllowUnencrypted = true
    Auth
        Basic = true
        Kerberos = true
        Negotiate = true
        Certificate = false
        CredSSP = false
        CbtHardeningLevel = Relaxed
    DefaultPorts
        HTTP = 5985
        HTTPS = 5986
    IPv4Filter = *
    IPv6Filter = *
    EnableCompatibilityHttpListener = false
    EnableCompatibilityHttpsListener = false
    CertificateThumbprint
    AllowRemoteAccess = true

My hostfile for Ansible only has two IP addresses of Windows 10 machines 
that are reachable via pinging manually.

Host File: 

---
[win]
10.0.10.130
10.0.10.170


[win:vars]
ansible_user=adminUser
ansible_password=MySecretPass
ansible_connection=winrm
ansible_winrm_server_cert_validation=ignore
ansible_winrm_transport=basic


Error:
[root@icx-wks-tstctrl ansible]# ansible win -i hosts -m win_ping -vvvvvv
ansible 2.7.5
  config file = /etc/ansible/ansible.cfg
  configured module search path = [u'/root/.ansible/plugins/modules', 
u'/usr/share/ansible/plugins/modules']
  ansible python module location = /usr/lib/python2.7/site-packages/ansible
  executable location = /usr/bin/ansible
  python version = 2.7.5 (default, Oct 30 2018, 23:45:53) [GCC 4.8.5 
20150623 (Red Hat 4.8.5-36)]
Using /etc/ansible/ansible.cfg as config file
setting up inventory plugins
/etc/ansible/hosts did not meet host_list requirements, check plugin 
documentation if this is unexpected
/etc/ansible/hosts did not meet script requirements, check plugin 
documentation if this is unexpected
Parsed /etc/ansible/hosts inventory source with ini plugin
Loading callback plugin minimal of type stdout, v2.0 from 
/usr/lib/python2.7/site-packages/ansible/plugins/callback/minimal.pyc
META: ran handlers
Using module file 
/usr/lib/python2.7/site-packages/ansible/modules/windows/win_ping.ps1
<10.0.10.130> ESTABLISH WINRM CONNECTION FOR USER: icxadmin on PORT 5986 TO 
10.0.10.130
checking if winrm_host 10.0.10.130 is an IPv6 address
<10.0.10.130> WINRM CONNECT: transport=basic 
endpoint=https://10.0.10.130:5986/wsman
Using module file 
/usr/lib/python2.7/site-packages/ansible/modules/windows/win_ping.ps1
<10.0.10.170> ESTABLISH WINRM CONNECTION FOR USER: icxadmin on PORT 5986 TO 
10.0.10.170
checking if winrm_host 10.0.10.170 is an IPv6 address
<10.0.10.170> WINRM CONNECT: transport=basic 
endpoint=https://10.0.10.170:5986/wsman
<10.0.10.170> WINRM OPEN SHELL: E828DC6C-60C3-4C99-B1EE-72C56666F464
EXEC (via pipeline wrapper)
<10.0.10.170> WINRM EXEC 'PowerShell' ['-NoProfile', '-NonInteractive', 
'-ExecutionPolicy', 'Unrestricted', '-EncodedCommand', 
u'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']
<10.0.10.130> WINRM OPEN SHELL: E9FDDCDB-04B0-461D-808E-0F94CDA1A437
EXEC (via pipeline wrapper)
<10.0.10.130> WINRM EXEC 'PowerShell' ['-NoProfile', '-NonInteractive', 
'-ExecutionPolicy', 'Unrestricted', '-EncodedCommand', 
u'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']
<10.0.10.130> WINRM RESULT u'<Response code 0, out "", err "#< CLIXML\r\n">'
<10.0.10.130> WINRM STDOUT
<10.0.10.130> WINRM STDERR #< CLIXML

<10.0.10.130> WINRM CLOSE SHELL: E9FDDCDB-04B0-461D-808E-0F94CDA1A437
10.0.10.130 | FAILED! => {
    "changed": false,
    "module_stderr": "#< CLIXML\r\n",
    "module_stdout": "",
    "msg": "MODULE FAILURE\nSee stdout/stderr for the exact error",
    "rc": 0
}
<10.0.10.170> WINRM RESULT u'<Response code 0, out "", err "#< CLIXML\r\n">'
<10.0.10.170> WINRM STDOUT
<10.0.10.170> WINRM STDERR #< CLIXML

<10.0.10.170> WINRM CLOSE SHELL: E828DC6C-60C3-4C99-B1EE-72C56666F464
10.0.10.170 | FAILED! => {
    "changed": false,
    "module_stderr": "#< CLIXML\r\n",
    "module_stdout": "",
    "msg": "MODULE FAILURE\nSee stdout/stderr for the exact error",
    "rc": 0
}
[root@icx-wks-tstctrl ansible]#



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