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During the Devopsdays in Hambourg, one of the most recuring discussion was about "packaging vs non-packaging, when and what?" I won't try to convince people on what do do when, neither will I say I have the absolute best solution, this post just illustrates the solution I implemented with @zipkid. Some points aren't finished yet, not implemented... or we have not yet decided which direction to follow.

Juju is DevOps DistilledTM. Through the use of charms, juju provides you with shareable, re-usable, and repeatable expressions of DevOps best practices. You can use them unmodified, or easily change and connect them to fit your needs. Deploying a charm is similar to installing a package on Ubuntu: ask for it and it's there, remove it and it's completely gone.

A great starting point for anyone interested in the state of automation on Windows, especially if you're coming from a lInux environment. Lots of snippets to get started with powershell, Chocolatey packages and winrm.