Exception: Cannot import pyOpenSSL

Question

I'm attempting to get an ansible script working to simply ping WINDOWS guests from an ansible control server, here are my files :

hosts.yml

[winsrvrs]
server.domain.com

**group_vars/all.yml**
ansible_user: domain\\userID
ansible_password: password
ansible_port: 5986
ansible_connection: winrm
ansible_winrm_server_cert_validation: ignore


When attempting to run ansible-playbook -i hosts play.yml i get the following error: 

Exception: Cannot import pyOpenSSL

fatal: [wstnm.nml.com]: FAILED! => {
    "failed": true,
    "msg": "Unexpected failure during module execution.",
    "stdout": ""
}

I have tried to uninstall and reinstall both WINRM and PYOPENSSL along with all supporting dependencies.

user2975898 · Answer 1 · 2017-09-08T12:33:24.273

0

If your ansible control machine is on Ubuntu, install these dependencies first:

$sudo apt-get install libffi-dev
$pip install cryptography

edited Sep 08 '17 at 12:33

answered Sep 08 '17 at 11:59

user2975898

35
7

score -1 · Answer 2 · edited Mar 17 '17 at 14:29

-1

Try pip install pyopenssl --upgrade

edited Mar 17 '17 at 14:29

Jeru Luke

20,118
13
80
87

answered Mar 17 '17 at 09:34

user7726283

1

Worked... that was an incredibly frustrating situation, thanks for providing me the answer! – Ross Rondeau Mar 17 '17 at 14:00
and what if the module was installed? – J00MZ Aug 28 '17 at 15:20

Exception: Cannot import pyOpenSSL

2 Answers2