Then shalt thou understand righteousness and judgment and equity: every good path.

Then understandest thou righteousness, And judgment, and uprightness, every good path.

Then shall you understand righteousness, and judgment, and equity; yes, every good path.

Then you will have knowledge of righteousness and right acting, and upright behaviour, even of every good way.

Then you shall understand justice and judgment, and equity, and every good path.

Then shalt thou understand - He who is taught of God understands the whole law of justice, mercy, righteousness, and truth; God has written this on his heart. He who understands these things by books only is never likely to practice or profit by them.

Then shalt thou understand righteousness and judgment,.... This is another fruit and effect of the Gospel, and of a spiritual understanding of it; that besides the knowledge of God, and how to behave with reverence towards him, Proverbs 2:5; it leads men into a notion of doing that which is right and just among men; it gives them not only a theoretic but a practical understanding of justice, and a true judgment of what is right and wrong; or gives such an understanding thereof as that they practise it; for it teaches men to live soberly, righteously, and godly, Titus 2:11. It is not only a revelation and ministration of the righteousness of Christ as the only matter of a sinner's justification before God; and informs a man's judgment so that he can distinguish between truth and error, right and wrong, good and bad notions and practices; but it influences his actions, life, and conversation, and engages him to do works of righteousness from the best principles, upon the best motives, and with the best views;
and equity; yea, every good path; that is, so to understand equity, as to do that which is equitable between man and man; and to understand every good path which the word of God directs to, even all the commandments and ordinances of the Lord, so as to walk in them; these things the Gospel acquaints men with, and urges them to observe: or the words may be rendered, either "the rectitude" or "equity of fall good paths", as the Syriac version; how just, and right, and plain, and equitable, everyone is, and therefore ought to be walked in; or "plainnesses", or "most plain", is or shall be "every good path" (r), to them that have a spiritual and experimental knowledge of the Gospel; and by it an understanding of their duty. One word signifies "plain" and "straight", and another "round" (s), and both are true of the path of righteousness; for though it is a circle of duty saints walk in, yet straight and plain.
(r) So Schmidt. (s) "complanationes", Schultens; "orbitam", Montanus; "ab rotundus", Gejerus.

Then--emphatic, in such a case.
righteousness . . . path--all parts of duty to God and man.

With the אז repeated, the promises encouraging to the endeavour after wisdom take a new departure:
9 Then shalt thou understand righteousness, and justice,
And uprightness; every way of good.
10 For wisdom will enter into thine heart,
And knowledge will do good to thy soul;
11 Discretion will keep watch over thee,
Understanding will keep thee.
Regarding the ethical triad מישׁרים [righteousness, rightness], משׁפּט [judgment], and צדק [rectitude], vid., Proverbs 1:3. Seb. Schmid is wrong in his rendering, et omnis via qua bonum aditur erit tibi plana, which in comparison with Isaiah 26:7 would be feebly expressed. J. H. Michaelis rightly interprets all these four conceptions as object-accusatives; the fourth is the summarizing asyndeton (cf. Psalm 8:7) breaking off the enumeration: omnem denique orbitam boni; Jerome, bonam: in this case, however, טוב would be genitive (vid., Proverbs 17:2). מעגּל is the way in which the chariot rolls along; in עגל there are united the root-conceptions of that which is found (גל) and rolling (גל). Whether כּי, Proverbs 2:10, is the argumentative "because" (according to the versions and most interpreters) or "for" ("denn," J. H. Michaelis, Ewald, and others), is a question. That with כּי = "for" the subject would precede the verb, as at Proverbs 2:6, Proverbs 2:21, and Proverbs 1:32 (Hitzig), determines nothing, as Proverbs 2:18 shows. On the one hand, the opinion that כּי = "because" is opposed by the analogy of the כּי, Proverbs 2:6, following אז, Proverbs 2:5; the inequality between Proverbs 2:5-8 and Proverbs 2:9. if the new commencement, Proverbs 2:9, at once gives place to another, Proverbs 2:10; the relationship of the subject ideas in Proverbs 2:10, Proverbs 2:11, which makes Proverbs 2:11 unsuitable to be a conclusion from Proverbs 2:10. On the contrary, the promise not only of intellectual, but at the same time also of practical, insight into the right and the good, according to their whole compass and in their manifoldness, can be established or explained quite well as we thus read Proverbs 2:10, Proverbs 2:11 : For wisdom will enter (namely, to make it a dwelling-place, Proverbs 14:33; cf. John 14:23) into thine heart, and knowledge will do good to thy soul (namely, by the enjoyment which arises from the possession of knowledge, and the rest which its certainty yields). דּעת, γνῶσις, is elsewhere fem. (Psalm 139:6), but here, as at Proverbs 8:10; Proverbs 14:6, in the sense of τὸ γνῶναι, is masc. In Proverbs 2:11 the contents of the אז תבין (Proverbs 2:9) are further explained. שׁמר על, of watching (for Job 16:16 is to be interpreted differently), is used only by our poet (here and at Proverbs 6:22). Discretion, i.e., the capacity of well-considered action, will hold watch over thee, take thee under protection; understanding, i.e., the capacity in the case of opposing rules to make the right choice, and in the matter of extremes to choose the right medium, will be bestowed upon thee. In תּנצרכּה, as in Psalm 61:8; Psalm 140:2, Psalm 140:5; Deuteronomy 33:9, etc., the first stem letter is not assimilated, in order that the word may have a fuller sound; the writing כּה for ך is meant to affect the eye.
(Note: For the right succession of the accents here, see Torath Emeth, p. 49, 5; Accentuationssystem, xviii. 3.)

Then - When God in answer to thy desires hath given thee wisdom. Equity - All the parts of thy duty to man, as well as the fear of God.