The question of retribution seems to interconnect the texts that comprise the bible’s wisdom literature. Many scholars are reluctant to recognize the reality of any type of harmony among them. Some researchers see these texts’ perspectives on retribution as being incompatible that they would argue that they are contradictory. Thus, one is left to wonder about how to make sense of the tension among these books when they address the issue of retribution in the Old Testament. This paper opines that the book of Proverbs is the “grammar” of the wisdom literature, while the books of Job and Ecclesiastes interpret and apply the rich concept of God’s justice in real human life experience. It is also affirmed here that it is possible to understand these books of wisdom literature in the context of progressive revelation in which one book progressively prepares the mind for others. This work emphasizes that human knowledge is limited in understanding God especially as it relates to retribution. Therefore, rather than trying to use logic and philosophy to solve God’s mysterious acts, it is better to put our faith in him and glorify him as Paul recommends in Romans 11: 33-36.