The Hebrew verb ashar means to go straight, to walk uprightly, or to pronounce someone blessed and fortunate. It is the verbal root behind esher (H835), the word used in the Beatitudes of the Old Testament, often translated 'Blessed is the man who...'
Ashar describes the inner state of flourishing that flows from covenant faithfulness. When the Psalms and Proverbs declare someone blessed (ashre), it is this root at work. The word is not about external wealth but about the rightness of one's path before God.
Theologically, it connects human obedience with divine favor. To be ashar is to be on the right path — aligned with God's ways. It anticipates the New Testament idea of true blessedness (Greek makarios, G3107).