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.

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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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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.

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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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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!

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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.

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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.

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Compare Chocolatey Editions

Open Source Pro Business (C4B)
Create Packages (even offline) / Customize Packaging Templates
Host Your Own Package Repository - Chocolatey supports multiple package sources including your own internal (private and/or authenticated) feeds!
Integration with other tools - Chocolatey works with all infrastructure management and RMM tools!
Package Shims - Adds exes to known PATH, use immediately after installing!
Upgrade all software with one command - it's like Windows Update, but for all your internal and 3rd party software!
30+ built-in PowerShell functions - turns complex software management tasks into one line function calls!
Package Extensions - Extend Chocolatey with your own PowerShell Modules (extensions)!
Enhanced functionality, additional PowerShell functions - giving you more control, reliability, smoother usage, and covering more scenarios that make sense for organizations!
Manually Internalize Packages - Take existing community packages and convert for offline use.
Package Internalizer - Convert existing community packages for complete offline / reliable use (removes need for internet access from community packages) with one command that can be automated/scheduled!
Package Builder - Detect and create full software deployments in 5-10 seconds!
Direct Installer (aka Package-less Install) - Install and upgrade directly from exe/msi files!
Generate Packages from Programs and Features - create packages for all current installs in under 60 seconds?!
Background Mode / Self-Service Installer - Chocolatey as a background service so admins and non-admins alike can manage software!
Chocolatey Central Management - Reporting and management of software for your entire organization from one location! Reporting / Deployments
Quick Deployment Environment (QDE) - All recommended infrastructure ready to go in a VM!
Package Builder UI - A visual interface to create packages!
Package Synchronizer - Automatic Sync - keep installed packages synced up with software they are tracking when upgrades and uninstalls are performed outside of Chocolatey!
Package Synchronizer - Sync Command - create packages out of Programs and Features and bring existing software installations under Chocolatey management!
Package Audit - see who installed what/when!
Package Reducer - reduce the size of your package directories automatically!
Package Throttle - reduce download speeds for low bandwidth environments!
Install Directory Override - one switch for all installers!
Download CDN Cache - no more 404s!
Runtime Malware/Virus Protection - stay protected!
Package Downloader - download existing packages with an easy command!
Priorization of Bugs and Features
Packaging Support Services - You upload your troublesome installers, we provide you fully automated packages Cost Per Use at Any Time
Support for Community Packages N/A N/A N/A
Email Support 8 Incidents Annually
Phone Support Available add-on w/Premium Support
Licensing & Terms Apache v2.0 Apache v2.0 + Additional EULA Master Software License Agreement (redline signature format available on request)
Install Now Purchase Contact SalesPurchase
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* Disclaimer: Estimated release dates do not constitute, and should not be construed as, a promise or commitment by Chocolatey Software, Inc (Chocolatey Software) to develop, market, or deliver any particular product, feature, or function. The timing and content of Chocolatey Software future product releases could differ materially from the expectations discussed here. Chocolatey Software reserves the right to change product plans or roadmap at any time.

Questions? Please see the FAQ section first. If your question is not answered, please contact us.
For special pricing, please contact sales. You can also setup a free evaluation of Chocolatey for Business