Hmm, looks like it is trying to make an SSH connection, rather than a WinRM 
connection  Port 22 is the giveaway there - should be 5985 or 5986 for 
winrm.

I suggest checking your inventory/group vars to make sure you have 
ansible_connection: winrm 

set in your inventory or group vars for this host.

Hope this helps,

Jon

On Monday, 7 March 2016 14:35:07 UTC, Mark Matthews wrote:
>
> Hi 
>
>  
>
> I have setup some Windows servers is Azure, and now want to run some 
> playbooks to those servers.
>
>  
>
> I am getting the following error though (see attached).
>
> 10.85.50.8 | FAILED! => {
>
>     "failed": true, 
>
>     "msg": "ERROR! ssl: 500 WinRMTransport. [Errno 104] Connection reset 
> by peer"
>
> }
>
>  
>
> -          I have disabled Windows firewall on all those servers, and I 
> have also run the ‘ansible.ps1’ file to enable everything on a Windows 
> server.
>
> -          I have also allowed all incoming traffic on the Azure network
>
>  
>
> Is there something that Ansible Needs to be done in order to access 
> servers in Azure?
>
>  
>
>  
>
> If I run the win_ping command directly from the Ansible server, I get the 
> following error:
>
>  
>
>  
>
> 10.85.50.9 | UNREACHABLE! => {
>
>     "changed": false,
>
>     "msg": "ERROR! SSH encountered an unknown error. The output 
> was:\nOpenSSH_6.6.1, OpenSSL 1.0.1e-fips 11 Feb 2013\r\ndebug1: Reading 
> configuration data /etc/ssh/ssh_config\r\ndebug1: /etc/ssh/ssh_config line 
> 56: Applying options for *\r\ndebug1: auto-mux: Trying existing 
> master\r\ndebug1: Control socket 
> \"/root/.ansible/cp/ansible-ssh-10.85.50.9-22-root\" does not 
> exist\r\ndebug2: ssh_connect: needpriv 0\r\ndebug1: Connecting to 
> 10.85.50.9 [10.85.50.9] port 22.\r\ndebug2: fd 3 setting 
> O_NONBLOCK\r\ndebug1: connect to address 10.85.50.9 port 22: Connection 
> timed out\r\nssh: connect to host 10.85.50.9 port 22: Connection timed 
> out\r\n",
>
>     "unreachable": true
>
>  
>

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