In Genesis 27 Jacob is depicted as lying to Isaac. Jacob, however, was held in Christian tradition to be both a moral exemplar and to be speaking prophetically in this episode with his father. This raises the question of how Doctors of the Church such as St. Augustine and St. Thomas Aquinas were able reconcile these interpretive commitments with their stance on the intrinsically disordered nature of lying. In examining their resolution of this tension, we discover an important exegetical distinction for interpreting troubling words as nevertheless being divinely inspired. Yet, it is only in light of another interpretive distinction, recently highlighted by Nicholas Lombardo OP, that we can both hold to the inspired nature of Jacob's words and also a natural reading of the account in Genesis 27. The detailed examination of Genesis 27 by both Augustine and Aquinas is an important case study for understanding how we can interpret troubling language as still being the word of God. This undertaking, spanning centuries between Augustine and Aquinas, is now taken one step further thanks to the exegetical proposal of Fr. Lombardo.