The man who wrote in the Declaration of Independence that “all men are created equal” was a lifelong slaveowner whose affluence rested on the exploitation of hundreds of African Americans. In this module, we travel to Montalto, the mountain overlooking Jefferson’s home and plantation on Monticello, to try to gain some perspective on this great tension in Jefferson’s life and thought. Our goal will be neither simply to exonerate nor to castigate Jefferson, but rather to understand how he viewed slavery and his relationship to it. Only by confronting and considering this complicated, frustrating, and tragic chapter in American history can we come to a more complete and nuanced understanding of Thomas Jefferson and his legacy. As students attending the University Jefferson founded, it is especially important to engage this topic.