To understand risk, you have to connect statistics and probability. That makes risk a hard topic, but risky contexts are also interesting and meaningful; one can argue that they are some of the most important for our citizens to understand. The Data Games project is developing web-based games and lessons. These games produce data—often a lot of data—that students analyze in order to improve their performance. This paper discusses the role of risk in curriculum choice, and our experience field-testing one of these activities in US schools with students ages 16–18.