Wilt thou disannul my judgment? - Wilt thou "reverse" the judgment which I have formed, and show that it should have been different from what it is? This was implied in what Job had undertaken. He had complained of the dealings of God, and this was the same as saying that he could show that those dealings should have been different from what they were. When a man complains against God, it is always implied that he supposes he could show why his dealings should be different from what they are, and that they should be reversed.
Wilt thou condemn me, that thou mayest be righteous? - Or, rather, probably, "Wilt thou show that I am wrong because thou art superior in justice?" Job had allowed himself to use language which strongly implied that God was improperly severe. He had regarded himself as punished far beyond what he deserved, and as suffering in a manner which justice did not demand. All this implied that "he" was more righteous in the case than God, for when a man allows himself to vent such complaints, it indicates that he esteems himself to be more just than his Maker. God now calls upon Job to maintain this proposition, since he had advanced it, and to urge the arguments which would prove that "he" was more righteous in the case than God. It was proper to demand this. It was a charge of such a nature that it could not be passed over in silence, and God asks, therefore, with emphasis, whether Job now supposed that he could institute such an argument as to show that he was right and his Maker wrong.

Wilt thou condemn me - Rather than submit to be thought in the wrong, wilt thou condemn My conduct, in order to justify thyself? Some men will never acknowledge themselves in the wrong. "God may err, but we cannot," seems to be their impious maxim. Unwillingness to acknowledge a fault frequently leads men, directly or indirectly, to this sort of blasphemy. There are three words most difficult to be pronounced in all languages, - I Am Wrong.

Wilt thou also disannul (a) my judgment? wilt thou condemn me, that thou mayest be righteous?
(a) Signifying that they who justify themselves condemn God as unjust.

Wilt thou also disannul my judgment?.... The decrees and purposes of God concerning his dealings with men, particularly the afflictions of them, which are framed with the highest wisdom and reason, and according to the strictest justice, and can never be frustrated or made void; or the sentence of God concerning them, that is gone out of his mouth and cannot be altered; or the execution of it, which cannot be hindered: it respects the wisdom of God in the government of the world, as Aben Ezra observes, and the particular dealings of his providence with men, which ought to be submitted to; to do otherwise is for a man to set up his own judgment against the Lord's, which is as much as in him lies to disannul it; whereas God is a God of judgment, and his judgment is according to truth, and in righteousness, and will take place, let men do or say what they please;
wilt thou condemn me, that thou mayest be righteous? Is there no other way of vindicating thine own innocence and integrity, without charging me with unrighteousness; at least saying such things as are judged by others to be an arraignment of my justice, wisdom, and goodness, in the government of the world? Now though Job did not expressly and directly condemn the Lord, and arraign his justice, yet when he talked of his own righteousness and integrity, he was not upon his guard as he should have been with respect to the justice of God in his afflictions; for though a man may justify his own character when abused, he should take care to speak well of God; and be it as it will between man and man, God is not to be brought into the question; and though some of his providences are not so easily reconciled to his promises, yet let God be true and every man a liar.

Wilt thou not only contend with, but set aside My judgment or justice in the government of the world?
condemn--declare Me unrighteous, in order that thou mayest be accounted righteous (innocent; undeservingly afflicted).

Wilt thou - Every word is emphatical, wilt (art thou resolved upon it) thou (thou Job, whom I took to be one of a better mind) also (not only vindicate thyself, but also accuse me) disannul (not only question, but even repeal and make void, as if it were unjust) my judgment? My sentence against thee, and my government and administration of human affairs? Wilt thou make me unrighteous that thou mayst seem to be righteous?