- Chocolatey - Windows Package Manager Lightning Talk - DevOpsDC Meetup - Rob Reynolds, November 12, 2015
- Windows Just Got Chocolatey (Package Management) - USENIX LISA15 - Rob Reynolds, November 12, 2015
- Chocolatey and Puppet: Managing Your Windows Software Since 2011 - PuppetConf2015 - Rob Reynolds, October 8, 2015
- Chocolatey Goodness - From Fringe to Mainstream - .NET Fringe - Rob Reynolds, April 14, 2015
- Plugging Chocolatey into your Puppet Infrastructure - PuppetConf2014 - Rob Reynolds, September 23, 2014
- Managing Windows with Puppet and Chocolatey - Seth McBean, July 30, 2014
- Using Chocolatey for Application Deployments - Owain Perry, Sep 17, 2013
- Puppet on Windows: Now You're Getting Chocolatey - PuppetConf2013 - Rob Reynolds, August 23, 2013
- Mmmm, Chocolatey Goodness - Gary Park, March 28, 2013
- Puppet Provisioning on Windows - Henrik Feldt, February 26, 2012
- FREE as in BEER!! Manage Your Packages w/NuGet - Iowa Code Camp May 2011 - Rob Reynolds, May 2011 (this was the first presentation that included a look at Chocolatey)
- http://crm.audio/episode-7-mmmmm-chocolatey-in-the-fall/
- https://www.dotnetrocks.com/default.aspx?showNum=1179
- http://msdevshow.com/2014/11/chocolatey-with-rob-reynolds/
- http://herdingcode.com/herding-code-199-rob-reynolds-on-the-chocolatey-kickstarter-chocolatey-growth-and-oneget/
- http://herdingcode.com/herding-code-92-dru-sellers-and-rob-reynolds-on-nu/ (the predecessor to NuGet and ideas that later started Chocolatey in 2011).