The Church father Tertullian famously asked, What indeed has Athens to do with Jerusalem? Many conclude that the answer is nothing; an answer which poses problems for classical educators who teach pagan literature from nearly every historical period. So, what are Christians to do with pagan stories? Should Christian students read such books? If so, how should Christian educators engage with such writings? This talk examines Tertullian’s important question in light of Scripture and several classic writings, drawing principles for how Christian educators and their students can better interact with classic literature and ideas.