Thanks for Response,

We are unable to do Telnet 5986 from Ansible for below server 1 , might be 
port is block in security Group.as Ansible servers are in AWS Cloud. 
server 1-
kerberos: HTTPSConnectionPool(host='10.x.x.x'; port=5986): Max retries 
exceeded with url: /wsman (Caused by 
ConnectTimeoutError(<urllib3.connection.VerifiedHTTPSConnection object at 
0x7f3d45abe5d0>; 'Connection to 10.x.x.x. timed out. (connect timeout=30)'))


For server 2-   Could you more elaborate on this ? wht need to be done to 
solve this ?
kerberos: HTTPSConnectionPool(host='192.x.x.x'; port=5986): Max retries 
exceeded with url: /wsman (Caused by SSLError(SSLError("bad handshake: 
SysCallError(104; 'ECONNRESET')";);))



On Monday, October 10, 2022 at 12:57:10 AM UTC+5:30 [email protected] wrote:

> So to verify the host is actually listening run 'winrm e 
> winrm/config/listener' you should see if there is an actual listener for 
> HTTPS/5986. You can also use your favourite command to check if the port is 
> reachable, e.g. 'nc -zvw10 192.168.1.2 5986'. Once you've verified that you 
> can actually connect to the host on that port and that the remote host is 
> listening to it and there's no firewall in the way that blocks it you can 
> move onto getting SSL/TLS working. This is done through 'openssl s_client 
> -connect 192.168.1.2:5986'.
>
> Thanks
>
> Jordan
>
> On Saturday, October 8, 2022 at 6:17:35 AM UTC+10 [email protected] wrote:
>
>> On Fri, 7 Oct 2022 at 21:29, AdminLP <[email protected]> wrote:
>> >
>> > Hi Jordan,
>> > Thanks for your response..
>> >
>> > We have checked with Network team they are saying that they can see 
>> traffic while scanning from Sources server (ansible) to Destination (WinRM 
>> )servers over 5986 port.
>>
>> I don't know your Network team, and I have no way of telling whether
>> what they claim is true or not, or even know if their statements are
>> relevant at all. Please read on.
>>
>> > Pls let us know if any other info.
>>
>> The previous reply asked you to use an openssl command to obtain
>> relevant debugging information about the connection from the ansible
>> host to the target system.
>> You did not provide the results of that - so please do that.
>>
>

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