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.

Watch The Replays
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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Unlock Effortless Windows Infrastructure Management with Chocolatey

Are manual configurations, custom scripts, and outdated tools causing your IT team headaches when it comes to managing your Windows infrastructure? Do these antiquated methods lead to errors, sluggish deployments, and potential security vulnerabilities?

It's time for a

The Problem
Traditional approaches to managing Windows infrastructure have often relied on manual intervention, golden images, and custom scripts.


Human errors are bound to happen, and they can be costly in terms of time and resources.

Slow Deployments

Outdated tools and manual configurations can slow down your deployment processes.

Security Risks

Delayed updates can leave your environment vulnerable to security incidents.

The Solution
Enter Chocolatey, your solution to standardized, scalable server management.


Say goodbye to manual interventions. Chocolatey provides a consistent and reliable approach to server management, reducing the risk of human errors.


With Chocolatey, you can focus on running your business on software, not on tending to servers. Enjoy an efficient and streamlined server management process.


Chocolatey's approach is scalable, making it suitable for both on-premises and cloud-based environments. As you transition to the world of cloud and containers, Chocolatey's benefits only amplify.

Chocolatey offers a smarter, more modern way to manage your Windows infrastructure.

Say farewell to the hassles of manual configurations and outdated tools.

Embrace a solution that simplifies server management, increases efficiency, and enhances security.

Why Chocolatey
  • Massive reduction in effort
  • Improved speed of deployment
  • High reliability
  • Comprehensive reporting

Ready to experience effortless Windows infrastructure management with Chocolatey?

Get started today and unlock the potential of your IT team.

Schedule A Demo Get Started