This summer I attended summer school…well kind of. For three weeks in June I worked with a great team to implement a digital media and design project with high school students. We followed that project with a two-week game design camp in July at the University of Texas with middle school students. Both projects are what you might call ‘connected learning’ design pilots. What exactly is that? The goal of each project was to put into action some of the ideas that we have been theorizing about in our work with the Connected Learning Research Network. In this, the first of two reports, I reflect on the high school project.