December 1, 2015, marked the 60th anniversary of Rosa Parks' arrest for refusing to give up her seat to a white passenger on a Montgomery bus in 1955. This incident sparked the Montgomery Bus Boycott and the mid-20th century civil rights movement. A century before Parks' act of resistance, African American schoolteacher Elizabeth Jennings was ejected from a streetcar in New York City due to her race. She sued the streetcar company and won in 1855. The circumstances surrounding Jennings' forcible removal from a segregated trolley evokes the memory of Parks. The purpose of this research is to outline similarities and differences between Jennings and Parks in order to determine whether these historical parallels are accurate. The guiding question of this research is: "To what extent do the similarities and differences between Elizabeth Jennings and Rosa Parks impact history, education, research, and pedagogy?" Analysis of primary and secondary sources are included in this research in order to: (1) examine the historical contexts of the mid-19th century and mid-20th centuries that influenced Parks and Jennings' lives and activism; and (2) discuss the implications of these comparisons in context of Black Freedom narratives that appear in the social studies curriculum.