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Proverbs 28:2

Adam Clarke
Bible Commentary

Many are the princes - Nations, as nations, cannot be judged in a future world; therefore, God judges them here. And where the people are very wicked, and the constitution very bad, the succession of princes is frequent - they are generally taken off by an untimely death. Where the people know that the constitution is in their favor, they seldom disturb the prince, as they consider him the guardian of their privileges.

But by a man of understanding - Whether he be a king, or the king's prime minister, the prosperity of the state is advanced by his counsels.

Albert Barnes
Notes on the Whole Bible

Transgression - Better, rebellion. A revolt against a ruler leads to rapid changes of dynasty (the whole history of the kingdom of Israel was a proof of this), but “with men of understanding and knowledge thus shall he (the prince) continue.” True wisdom will lead people to maintain an existing order. The King James Version implies that political disorders may come as the punishment of any national sin.

The state - Better, it (the land) shall surely prolong its days in stability.