Caleb Cooper discusses how he used Puppet to automate management of the IT infrastructure at Garden Montessori School where he worked. He started small by using Puppet to install programs and services, but then got more ambitious by using it to configure Chrome bookmarks and build golden images. Over time, he expanded its use to manage user accounts, sync files across devices, and install unpackaged apps. However, running Puppet for everything became too slow. The document provides examples of how Puppet was used and some of the challenges encountered along with quotes from Maria Montessori about child development and education.