While there is hope - While he is still young, and capable of being reformed.
Crying - Better, as in the margin, Do not set thy soul on his destruction; words which either counsel forbearance in the act of chastisement (compare Ephesians 6:4; Colossians 3:21); or urge that a false clemency is a real cruelty. The latter sense is preferable. The father is warned that to forbear from chastising is virtually to expose the son who needs it to a far worse penalty.

Let not thy soul spare for his crying - This is a hard precept for a parent. Nothing affects the heart of a parent so much as a child's cries and tears. But it is better that the child may be caused to cry, when the correction may be healthful to his soul, than that the parent should cry afterwards, when the child is grown to man's estate, and his evil habits are sealed for life.

Chasten thy son while there is hope,.... Of guiding and keeping him in the right way, as long as corrections are or can be hoped to be of use; while in a state of infancy, childhood, and youth; while under parental government; and before habits in sin are grown strong, and the case become desperate, and he is hardened, and proof against all instruction and discipline;
and let not thy soul spare for his crying; the noise he makes, the tears he sheds, the entreaties he uses to keep off the rod; let not a foolish pity and tenderness prevail to lay it aside on that account the consequence of which may be bad to parent and child; see Proverbs 13:24. The Targum is,
"but unto his death do not lift up thy soul;''
or to the slaying of him (t), as the Vulgate Latin version; and this sense Jarchi gives into: and then the meaning is, that though parents should be careful to give due correction to their children, so long as there is hope of doing them good, yet not in a brutal and barbarous manner, to the endangering of their lives: as some parents are too indolent, mild, and gentle, as Eli was; others are too wrathful and furious and use no moderation in their corrections, but unmercifully beat their children; such extremes ought to be avoided. Gersom interprets the word of crying, as we do.
(t) "ad interficiendum cum", Pagninus, Vatablus, Mercerus, Gejerus; "ad occidendum sum", Piscator, Cocceius, Tigurine version, Michaelis, Schultens, Gussetius, p. 534.

When parents keep under foolish tenderness, they do their best to render children a comfort to them, and happy in themselves.

(Compare Proverbs 13:24; Proverbs 23:13).
let not . . . spare--literally, "do not lift up thy soul" (Psalm 24:4; Psalm 25:1), that is, do not desire to his death; a caution to passionate parents against angry chastisement.

This proverb brings to view once more the pedagogic character of this Older Book of Proverbs:
Correct thy son, for yet there is hope;
But go not too far to kill him.
That כּי tahT is meant relatively, as at Proverbs 11:15, is seen from Job 11:18; Job 14:7; Jeremiah 31:16.; כּי־ישׁ תּקוה is the usual expression for etemin spes est. Though a son show obstinacy, and manifest a bad disposition, yet there is hope in the training of the youth of being able to break his self-will, and to wean him from his bad disposition; therefore his education should be carried forward with rigorous exactness, but in such a way that wisdom and love regulate the measure and limits of correction: ad eum interficiendum animam ne tollas (animum ne inducas). נפשׁך is not the subject, for in that case the word would have been תּשּׁאך (2-Kings 14:10). It is the object: To raise the soul to something is equivalent to, to direct his desire to it, to take delight in it. The teacher should not seek correction as the object, but only as the means; he who has a desire after it, to put the child to death in the case of his guilt, changes correction into revenge, permits himself to be driven by passion from the proper end of correction, and to be pushed beyond its limits. The lxx translates freely εἰς δὲ ὕβρις, for ὕβρις is unrestrained abuse, מוסר אכזרי as Immanuel glosses. Besides, all the ancients and also the Venet. translate המיתו as the inf. of המית. But Oetinger (for he translates: lift not thy soul to his cry, for which Euchel: let not his complaining move thy compassion) follows the derivation from המה suggested by Kimchi, Meri, and Immanuel, and preferred by Ralbag, so that המיתו after the from בּכית is equivalent to המיתו. But leaving out of view that המה means strepere, not lamentari, and that נשׂא נפשׁו means attention, not desire, Proverbs 23:13 points out to us a better interpretation.

While - Before custom in sin, and thy indulgence have made him incorrigible. Let not - Forbear not to give him due and necessary correction.