In this year-long qualitative study we explore the case of two eighth grade U.S. History teachers who use simulations on a regular basis to teach heterogeneously-grouped students in a high-stakes testing environment. We describe the purposes the teachers espoused for implementing simulations and provide detailed portraits of three types of simulations used: role-play, game, and trial. We argue that because the ambitious teachers know their discipline well, see the potential of all their students, and feel that learning rather than testing should drive instructional decision-making, they are able to engage and challenge their students with historical simulations. This study adds to the sparse field of simulation research and to the emerging literature on ambitious history teaching. It also shows educators what is pedagogically possible in teaching history. (Contains 2 tables.)