Hi All,

Issue closed : https://github.com/ansible/ansible/issues/67114

1. host file 
[windows]

192.152.1.21 ansible_user=administrator ansible_password=Password123 
ansible_port=5986 ansible_winrm_transport=basic 
ansible_winrm_server_cert_validation=ignore ansible_connection=winrm

2. run *ansible -i host -m win_ping all - *with ansible version 2.8.5
response:-

192.152.1.21 | SUCCESS => {
    "changed": false,
}
    "ping": "pong"

3. run *ansible -i host -m win_ping all - *with ansible version 2.9.4
response:- 

192.152.1.21 | UNREACHABLE! => {
    "changed": false,
    "msg": "basic: HTTPSConnectionPool(host='192.152.1.21', port=5986): Max 
retries exceeded with url: /wsman (Caused by SSLError(SSLError(1, '[SSL: 
UNSUPPORTED_PROTOCOL] unsupported protocol (_ssl.c:897)'),))",
    "unreachable": true
}

4. I followed 
https://docs.ansible.com/ansible/latest/user_guide/windows_setup.html 
documentation to setup windows host. I run Upgrade-PowerShell.ps1, 

Install-WMF3Hotfix.ps1, ConfigureRemotingForAnsible.ps1 and winrm settings 
mentioned.

5. Work around if i do *.\ConfigureRemotingForAnsible.ps1 -ForceNewSSLCert* 
then it start working on both version.

6. I think even if we give *ansible_winrm_server_cert_validation=ignore* flag 
still it search for self sign certificate on target machine.
My guess might be wrong but we need to find out exact reason behind this.

Thanks,

Bhushan


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