This paper reports a comparison of two separate studies using the same task and simulation software but with different age groups and abilities of students who have had different curricula experiences. One study examined how middle school students used computer simulation tools to reason between empirical data and theoretical probability. The second study replicated the first with secondary school students who had just completed an Advanced Placement statistics course. This comparison includes the similarities and the differences in the way each group approached the task and used the simulation software, given their background and prior knowledge.