Triple Choc Chip Automation: Managing Windows Software with Ansible
summary
Demonstrates using Ansible plus Chocolatey to declaratively manage Windows software: bootstraps Chocolatey on a fresh Server 2022 VM, configures an internal ProGet feed, installs a Chocolatey-License, and deploys packages (Git, 7‑Zip, Notepad++, VS Code, and Node.js 18.16.0) via the chocolatey.chocolatey collection and win_chocolatey module; shows idempotency, source disabling, cached downloads, feature/config keys, win_reboot handling, agent install for Chocolatey Central Management, and offline operation with authentication.
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chapters (9)
- 0:00Managing Windows software at scale
- 3:22Ansible and Chocolatey together
- 8:17Bootstrapping Chocolatey on VM
- 17:25Installing Chocolatey packages
- 25:03Configuring Chocolatey features
- 28:33Advanced Chocolatey automation
- 31:23Deploying Chocolatey Agent
- 36:23Summary
- 38:49Q&A
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