Landis earned a BA from Swarthmore College, majoring in European History and French Literature. He spent his college sophomore year in France. After graduating, Landis then returned to Beirut in the midst of the Lebanese Civil War to teach at the International College, Beirut. According to Landis, his experience of living in Beirut during the civil war shaped his interpretation of the Syrian Civil War later on. In 1981, Landis went to Damascus University on a Fulbright Grant. During the following year, whilst Landis was still living in Damascus, the Hama uprising of 1982 took place. Landis visited Hama a week after the uprising. Later he earned an MA from Harvard University, and his PhD from Princeton University.