Configuration Management Tool

IP Address UNREACHABLE: HTTP connection pool Max retries exceeded with url/wsman caused by NewConnectionError

Ansible is an open-source software provisioning, configuration management, and application-deployment tool enabling infrastructure as code. Other helpful tutorials can be found here: Amazon Relational Database Service: How to install Amazon RDS using Terraform, how to install PostgreSQL on Ubuntu, how to install, configure Prometheus for Monitoring on a Linux Server, how to deploy a React Application to AWS S3, and How to deploy a .NET application to AWS Elastic Beanstalk using AWS Tool Kit.

The following error below is a result of a wrong IP Address used in the inventory list. For more information on Ansible authentication options, see the following guides and on Kerberos and also this link.

Since my focus is on Kerberos, see the article on how to configure Kerberos

192,168,178.43 | UNREACHABLE! => {
"changed": false,
"msg": "ssl: HTTPSConnectionPool(host='192,168,178.43', port=5986): Max retries exceeded with url: /wsman (Caused by NewConnectionError(': Failed to establish a new connection: [Errno 8] Name or service not known'))",
"unreachable": true


As you can see, it clearly stated “NewConnectionError”. Failed to establish a new connection because the IP Address had a comma (,) instead of a dot (.) in the host inventory as shown below.

– Correct the inventory file as shown above with the right IP Address and try again and try to oing the host inventory file as shown below with the following Ad hoc command below.

$ ansible all -i hosts -m win_ping

I hope you found this blog post helpful. If you have any questions, please let me know in the comment session.

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2 months ago

I have been having a lot of trouble with the Windows AMI builds. We use a AWS code build server that we load packer and Ansible on to connect and configure the AMI’s.  I am having a problem with winrm connection time outs, especially after reboots.   CONNECTION FOR USER: Administrator on PORT 5986 TO    amazon-ebs: fatal: [default]: UNREACHABLE! => {    amazon-ebs:    “changed”: false,    amazon-ebs:    “msg”: “basic: HTTPSConnectionPool(host=’′, port=5986): Max retries exceeded with url: /wsman (Caused by ConnectTimeoutError(<requests.packages.urllib3.connection.HTTPSConnection object at 0x7f893732dd50>, ‘Connection to timed out. (connect timeout=30)’))”,    amazon-ebs:    “unreachable”: true    amazon-ebs: }    amazon-ebs:    amazon-ebs: PLAY RECAP  Is there a way to increase this… Read more »

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