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The letters Henri de Lubac and Hans Urs von Balthasar exchanged between 1945 and 1950 are marked by the pain Balthasar endured stemming from his dual vocation, that of being a Jesuit and of founding the St. John Institute in collaboration with Adrienne von Speyr, a privileged soul endowed with outstanding mystical graces. With concern and a deep sense of friendship, Henri de Lubac advises, calms and supports without ever crossing the threshold of his friend’s conscience. Beneath the surface of this interaction, nevertheless, there arises the issue of discerning God’s Will, discerning the supernatural, in one’s heart internally and externally, which involves attaining a cohesiveness between freedom and grace.