PowerShell + DevOps Global Summit 2026

Managing software on Windows at scale can often feel like herding cats; however, when you combine the declarative power of Ansible with the package management reliability of Chocolatey, it becomes a piece of cake.

In this session, we will unwrap the chocolatey.chocolatey collection, exploring how it provides a complete recipe for declaratively managing packages across your Windows fleet. We will look at how to mix the right ingredients (idempotency, configuration, and source management) to bake a reliable automation strategy that always rises to the occasion.

Whether you are strictly open-source or using Chocolatey for Business, you will leave this session ready to write playbooks that are undeniably sweet.