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

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!

Learn More Register Now

Chocolatey Community Coffee Break

Join the Chocolatey Team on our regular monthly stream where we discuss all things Community, what we do, how you can get involved and answer your Chocolatey questions.

Learn More

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.

Learn More

Announcing Chocolatey Central Management 0.10.0

Livestream from
Thursday, 06 October 2022

We recently released our largest update to Chocolatey Central Management so far. Join Gary and Steph to find out more about Chocolatey Central Management and the new features and fixes we've added to this release.

Watch On-Demand
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!

Watch On-Demand
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.

Watch On-Demand
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!

Watch On-Demand
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.

Watch On-Demand
Chocolatey Product Spotlight: Chocolatey 1.2.0 and Chocolatey Licensed Extension 5.0.0

Livestream from
Thursday, 03 November 2022

Join Paul and Gary for this months Chocolatey product livestream where we look at the latest release of Chocolatey 1.2.0, Chocolatey Licensed Extension 5.0.0 and shine a spotlight on the new hook scripts functionality. This opens up so many possibilities for Chocolatey CLI users!

Watch On-Demand
Chocolatey Coding Livestream

Livestream from
Tuesday, 29 November 2022

Join Josh as he adds the ability to manage Chocolatey GUI config and features with the Chocolatey Ansible Collection.

Watch On-Demand
Introduction into Chocolatey with Veeam

Webinar from
Tuesday, 13 December 2022

Join Gary, Paul, and Maurice as they introduce and demonstrate how to use Chocolatey! Questions will be answered live in an Ask Me Anything format.

Watch On-Demand

Chocolatey Kickstarter

In October 2014, we ran a highly successful Kickstarter campaign to put the things in place for a viable future for Chocolatey for the next 20+ years!

  • At the time the community repository had just over 5 million downloads of software/packages and 2,000+ unique packages. Compare that to just two years later at 60+ million downloads and over 4,000 unique packages!
  • The team was attempting to raise at least $40,000.
  • The Kickstarter campaign ran for 32 days.
  • The campaign funded successfully with 3 days left in the campaign.
  • We received backing from 1,044 folks and organizations totalling $51,071 (127% of goal)!
  • This makes Chocolatey one of the first and few successful Kickstarters in the Microsoft .NET ecosystem.

As a community, you told us you wanted Chocolatey to stick around for the foreseeable future as much as we did and were willing to step up and make a difference. If you benefit from Chocolatey today, it is due in part to the amazing folks and organizations that stepped up and said "Yes!" Be sure to thank a backer if you happen to meet them!

Why did we do a Kickstarter?

The following were the original stated goals of the Kickstarter:

  • To invest in non-free features we believe bring more stability, safety, and security to Chocolatey.
  • To support improvements to the infrastructure. We currently spend under $1K/month (this was in 2014, it has more than doubled as of 2016) and see a need to more than double that to support a staging environment, a build/test infrastructure, and load balancing needs as Chocolatey continues to increase steadily in popularity. At the time, the costs were paid by Rob's company (RealDimensions Software, LLC) and the tremendous generosity of others, including AppHarbor. We believe there is a crucial need for Chocolatey to become self-sustaining to reduce unforeseen risks.
  • To give the Chocolatey team more freedom to concentrate on Chocolatey so we can get these features to you faster.
Rob Reynolds, CEO and Founder of Chocolatey

Rob Reynolds

CEO and Founder of Chocolatey

If you were a backer at any level, thank you! Without your support, Chocolatey would have struggled to achieve what we've achieved together. Where we are today is a reflection of decisions we made yesterday. What you've enabled us to do has been awesome!

Awesome Backers

Backers at this level supported Chocolatey with at least a $750 donation. These organizations are amazing and support automation on Windows and Chocolatey at the highest level! When you are looking for the best organizations to support, keep these organizations in mind.

Additional Backers

With over 1,000 backers in October/November 2014, these were a percentage of the early adopters of Chocolatey! If we were to run a Kickstarter campaign now, based on the popularity of the site today, we believe we would have had over 10,000 backers!

Checkout the full list at