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Proverbs 21:29 meaning

This proverb offers a reminder that outward confidence without righteous grounding leads to disaster.

The proverb contrasts two kinds of people, stating, “A wicked man displays a bold face, But as for the upright, he makes his way sure.” (v.29) The description of a “bold face” suggests a hardened confidence that ignores caution or correction. This hardened demeanor often conceals a disregard for godly wisdom, ignoring the counsel and instruction that lead to true life. Still, while the wicked may possess a veneer of boldness, it does not necessarily equate to courage or righteousness, for it springs from stubborn pride rather than trust in the Lord.

In the second half of the verse, “But as for the upright, he makes his way sure.” (v.29) conveys a different kind of confidence—a path directed by wisdom and guided by moral integrity. When a person is upright, their intentions align with God’s principles, and they trust His guidance in each step of life. Rather than forging ahead blindly, the upright person takes measured steps, waiting on the Lord’s direction and willingly adjusting their course in the face of God’s correction. This is reminiscent of other passages in Proverbs that portray the righteous as those who attain security by living according to wisdom rather than selfish ambition.

Ultimately, this verse highlights that true security involves living in step with God’s ways. Empty bravado—the hallmarks of the wicked—cannot offer protection or divine favor. The upright, however, can walk confidently, knowing that their path is established by the One who sees every step and helps them avoid destructive pitfalls. Such a distinction is seen throughout Scripture, where following God’s wisdom consistently yields blessing, while ignoring it leads to ruin.

Proverbs 21:29