As a teacher of struggling and resistant readers in high school, I searched for instructional practices that provided relevance, motivation, and engagement for my students as well as presented opportunities to become more aware of their challenges and priorities outside of school. Technology needed to be a part of the project to allow students opportunities to use 21st century skills while learning to use media unfamiliar to them. Described in this article is how this seemingly simple project became a window into students' worlds outside of school and allowed insight into the degree of influence those lives outside of school can have on students' academic performance. This assignment provides educators a flexible tool to learn more about the lives of our students that, without this project, we may never learn.