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Unboxing The Third Major Release of Boxstarter

Boxstarter version 3.0 marks the beginning of a new era of Boxstarter and Chocolatey. Join Gary, Paul, and Manfred as they unbox the best features of Boxstarter live.

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Chocolatey Community Coffee Break

The Chocolatey Community is close to the hearts of the Chocolatey Team. Join us on Discord and meet the Chocolatey Team, find out more about the Chocolatey Community, what we do, and how you can get involved.

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Simplifying Chocolatey Setup: Have it Your Way

Webinar Replay from
Thursday, 02 September 2021

We've been hard at work simplifying the setup of Chocolatey for Business (C4B) for our users. Whether you'd like to "Bring Your Own VM", or spin up a Cloud-ready solution, we've got you covered!

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12 Days of Chocolatey

Event from
December 1 - December 16 2020

The 12 Days of Chocolatey livestream event may be over, but we've archived all the videos for you to watch again!

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Chocolatey for Business Feature Video Series

Chocolatey for Business Feature Video Series

In this video series, come take a tour of the many features available in our Chocolatey for Business offering. Many organizations choose Chocolatey for Business when they want to scale out their solution across thousands of nodes, deploy rapidly and reliably every time, mitigate risks with a greatly-simplified patching workflow, and access a Support Team that will guide you on your automation journey.

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Accelerate Automation of Windows with Ansible + Chocolatey

Webinar Replay from
Thursday, 10 December 2020

Together, Ansible and Chocolatey bring faster and more secure deployments to your Windows environments. Use Chocolatey for software/package management and Ansible to automate and guarantee the desired state of your Windows infrastructure, allowing your team to securely deploy applications faster than ever.

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Chocolatey Explained - Monthly Twitch Stream

Join us on the first Thursday of every month for "Chocolatey Explained" where we will cover different Chocolatey topics in detail.

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Announcing 11 Years of Chocolatey

Announcing 11 Years of Chocolatey

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Find It, Add It, Install It with Script Builder

Twitch Stream from
Thursday, 7 April 2022

Script Builder allows you to bulk install Chocolatey packages in just a few clicks. Just add packages to Script Builder and choose your integration method to get started!

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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!


Chocolatey For Business. In Azure. In One Click.

Twitch Stream 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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