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.

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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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Consumer Behaviour In Online Shopping Review

: Daily online shopping frequency has dropped significantly (from 21% to 9% year-over-year) as consumers become more deliberate and less impulsive.

: The primary question has shifted from "What do I want?" to "What can I buy without consequence?". consumer behaviour in online shopping

In 2026, consumer behavior in online shopping has shifted from mere digital browsing to a experience. Shoppers no longer just search for products; they use sophisticated AI agents to filter options and mitigate the "risk of regret" before committing to a purchase. 1. The "Agentic" Shift: The New Filter : Daily online shopping frequency has dropped significantly

: Because AI agents do the pre-work, many purchase decisions are made hours before a user enters a branded search, creating a "blind spot" for traditional marketing analytics. 2. The Psychology of 2026: Trust vs. Transparency Shoppers no longer just search for products; they

: While 37% of shoppers are encouraged to buy by personalized recommendations, they simultaneously recoil from systems that feel opaque or intrusive.

Consumers are increasingly delegating the heavy lifting of research to . These agents autonomously compare technical specs, synthesize hundreds of reviews, and shortlist products before the consumer even visits a website.