Summa Theologiae by St. Thomas Aquinas
SS: Treatise On The Theological Virtues
Q[20] Of Despair
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We must now consider the contrary vices; (1) despair; (2) presumption. Under the first head there are four points of inquiry:

A[1] Whether despair is a sin?

A[2] Whether it can be without unbelief?

A[3] Whether it is the greatest of sins?

A[4] Whether it arises from sloth?