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!

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
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!

Learn More
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!

Watch On-Demand
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!

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

About Chocolatey Software

Our Values and Approach

Chocolatey is focused on helping our community, customers, and partners with solutions that help fill the gaps that are often ignored. We offer a simple, pragmatic, and open approach to software management on Windows.

What is Chocolatey
The biggest challenge is reducing duplication of effort, so users turn to Chocolatey for simplicity.

Rob Reynolds, Founder of Chocolatey Software

Chocolatey for Business

Making It Easy

Chocolatey was created by Rob Reynolds in 2011 with the simple goal of offering a universal package manager for Windows. Chocolatey is an open source project that provides developers and admins alike a better way to manage Windows software.

With more versions of software to support and endless updates, our goal was to help our customers become efficient and innovative software-driven organizations.

Chocolatey Software was established in 2016 as a way to ensure the longevity of our offerings. We launched Chocolatey for Business (C4B) the same year that is Complete Software Management, built on top of our popular open source offering. C4B is 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.

Meet the Team

Tyler Abegg
Tyler Abegg

Account Manager

Alex Aveldanez
Alex Aveldanez

Full Stack Software Engineer
Paul Broadwith
Paul Broadwith

Technical Engineering Manager
Stephanie Hays
Stephanie Hays

Senior Software Engineer
Josh King
Josh King

Senior Infrastructure Operations Engineer
Cory Knox
Cory Knox

Software Engineer
Kim Nordmo
Kim Nordmo

Software Engineer
Gary Ewan Park
Gary Ewan Park

Principal Software Engineer
Brandi Reynolds
Brandi Reynolds

HR & Finance Manager

Rob Reynolds
Rob Reynolds

CEO, Founder

Ryan Richter
Ryan Richter

Senior Support Engineer
James Ruskin
James Ruskin

Senior Solutions Engineer
Scott Sader
Scott Sader

Chief Information Security Officer
Rain Sallow
Rain Sallow

Software Engineer
Stephen Validinger
Stephen Valdinger

Customer Solutions Manager
Derek Walker
Derek Walker

Infrastructure Operations Engineer
Chris White
Chris White

Support Engineer