Till School partners with a live client each time it runs a summer institute. This past summer we worked with a client working to bring educational experiences to incarcerated individuals through tablet technology. The content on these tablets is very robust and informative, but the client asked Till students to help find ways to add missing self-expression elements to the platform. The empathy map exercise that Jason and Brian from Inzovu lead was not just instrumental in helping the students formulate strategies for their client, but it was absolutely pivotal to their process. With Inzovu’s guidance, six high school students built a character whose life centered on creativity and expression, and true to the realities of incarceration, he was suddenly stripped of it all. This was the turning point for the students, where they could get inside the reality of what their character was experiencing: the casualty of loss, the fatigue of boredom, and the numbing dysaesthesia brought on by absence of expressive elements. The exercise put the user at the center of all considerations from that point forward, with great success for the students, the client, and ultimately for incarcerated individuals and their families.