Unpacking Software Livestream

Join our monthly Unpacking Software livestream to hear about the latest news, chat and opinion on packaging, software deployment and lifecycle management!

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Chocolatey Product Spotlight

Join the Chocolatey Team on our regular monthly stream where we put a spotlight on the most recent Chocolatey product releases. You'll have a chance to have your questions answered in a live Ask Me Anything format.

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Chocolatey Coding Livestream

Join us for the Chocolatey Coding Livestream, where members of our team dive into the heart of open source development by coding live on various Chocolatey projects. Tune in to witness real-time coding, ask questions, and gain insights into the world of package management. Don't miss this opportunity to engage with our team and contribute to the future of Chocolatey!

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Calling All Chocolatiers! Whipping Up Windows Automation with Chocolatey Central Management

Webinar from
Wednesday, 17 January 2024

We are delighted to announce the release of Chocolatey Central Management v0.12.0, featuring seamless Deployment Plan creation, time-saving duplications, insightful Group Details, an upgraded Dashboard, bug fixes, user interface polishing, and refined documentation. As an added bonus we'll have members of our Solutions Engineering team on-hand to dive into some interesting ways you can leverage the new features available!

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Chocolatey Community Coffee Break

Join the Chocolatey Team as we discuss all things Community, what we do, how you can get involved and answer your Chocolatey questions.

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Chocolatey and Intune Overview

Webinar Replay from
Wednesday, 30 March 2022

At Chocolatey Software we strive for simple, and teaching others. Let us teach you just how simple it could be to keep your 3rd party applications updated across your devices, all with Intune!

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Chocolatey For Business. In Azure. In One Click.

Livestream from
Thursday, 9 June 2022

Join James and Josh to show you how you can get the Chocolatey For Business recommended infrastructure and workflow, created, in Azure, in around 20 minutes.

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The Future of Chocolatey CLI

Livestream from
Thursday, 04 August 2022

Join Paul and Gary to hear more about the plans for the Chocolatey CLI in the not so distant future. We'll talk about some cool new features, long term asks from Customers and Community and how you can get involved!

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Hacktoberfest Tuesdays 2022

Livestreams from
October 2022

For Hacktoberfest, Chocolatey ran a livestream every Tuesday! Re-watch Cory, James, Gary, and Rain as they share knowledge on how to contribute to open-source projects such as Chocolatey CLI.

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A Sweet Collection of Chocolatey Products

Chocolatey for Business (C4B)


Chocolatey for Business is the enterprise offering that enables companies to adopt a DevOps approach to managing their Windows environment, allowing you to deliver applications to your users more reliably and faster. Chocolatey Open Source is great for individuals to get started on automating their Windows management, but when you have complex, critical infrastructure managed by teams, Chocolatey for Business offers more.

With our business edition you get all of the benefits of open source Chocolatey together with enhanced capabilities, integrations, and the peace of mind of having a supported platform. Chocolatey for Business is Complete Software Management focused on three value-added areas - improved security, enhanced productivity features, and enabling more visibility. C4B is also backed with dedicated support, services, and roadmap.

Getting started with C4B is easy and we are on hand to support you throughout your evaluation.

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Pro Edition (Individual)


Individuals using the community repository can opt for Chocolatey Professional Edition to enhance their experience, giving them additional features such as more reliability and runtime malware protection.

So whether you are looking to better manage your own PC or support your home network, Pro is designed to help you save time and effort. When you purchase a Pro license, your support goes towards infrastructure costs/improvements surrounding the community.

Note: Pro is not allowed for organizational use.

Open Source Chocolatey


Chocolatey has the largest online registry of Windows packages. Chocolatey packages encapsulate everything required to manage a particular piece of software into one deployment artifact by wrapping installers, executables, zips, and/or scripts into a compiled package file.

Package submissions go through a rigorous moderation review process, including automatic virus scanning.

The community repository has a strict policy on malicious and pirated software.

Search Chocolatey Packages
> choco install docker-desktop