H. G. L.
Answer: The expression first occurs in Judg. 5:1212Awake, awake, Deborah: awake, awake, utter a song: arise, Barak, and lead thy captivity captive, thou son of Abinoam. (Judges 5:12), where it means that Barak was called to lead captive those who had haughtily oppressed Israel. So also in Psa. 68:1818Thou hast ascended on high, thou hast led captivity captive: thou hast received gifts for men; yea, for the rebellious also, that the Lord God might dwell among them. (Psalm 68:18) the risen and ascended Lord is celebrated in terms drawn from warfare as victorious over the mightiest powers of evil. There is no sound reason to doubt that in the Epistle the sense is the same, applied yet more loftily but within His mind Who ever looked on to Christ. Some have gone so far as to suppose an active force in the word αἰχμαλωσία. But there is no need to go beyond the ordinary usage, and the Hebraistic emphasis. That they had been captors before being thus emphatically led captive is no doubt true; but it is not expressed in the phrase itself, which simply but intensely expresses the completeness with which they were vanquished. Col. 2:1515And having spoiled principalities and powers, he made a show of them openly, triumphing over them in it. (Colossians 2:15) describes the same victory over him that had the power of death and his angels in a manner suited to that great Epistle. Their might is annulled in the cross, which seemed Christ’s defeat but is the ground of His triumph. This was indeed a captivity led captive. And He who received gifts in man (or in that capacity) gave gifts to men.
Nor does Eph. 4:99(Now that he ascended, what is it but that he also descended first into the lower parts of the earth? (Ephesians 4:9) give countenance to any descent of the Lord to carry on high the departed saints. Granted, that the verse does not express His descent as the Son from heaven to become man; but it goes no farther than His descent when a man on earth to the grave. He tasted death, truly died, and was buried. Jehovah would not leave His soul in Sheol or Hades, nor suffer His pious One to see corruption. He that descended so low ascended far above all the heavens, that He might fill all things. But Eph. 6:1212For we wrestle not against flesh and blood, but against principalities, against powers, against the rulers of the darkness of this world, against spiritual wickedness in high places. (Ephesians 6:12) does present the solemn truth of spiritual powers of evil in the heavenlies, with whom, instead of being yet expelled, we have now to contend in energy of the Holy Spirit. Through these world-rulers of this darkness the Lord did pass victorious in His ascent through the heavens to the throne of God. Possibly the marginal alternative of “a multitude of captives” captivates persons of an imaginative turn of mind, who are under the delusion that such alternatives are more faithful than the text. Here it appears that it is not mere “multitude” which is the point, but the completeness of His victory over the enemy. Yet in any case there was a multitude.
Is it a plausible interpretation that the Holy Spirit would apply a figure from vanquished foes to the O. T. saints of God? And this, not referring to their evil condition when living in sins, but when turned to God from idols, or from iniquities of any and every kind, and even after they had departed from this life? Would it not be a strangely violent and ungenial account to describe them at the Savior’s ascension as “captives”? On the other hand, it is not only intelligible, but unforced and accurate, to speak of the spiritual hosts of wickedness as a “captivity” which Christ then “led captive.” Him alone it became, and He alone was capable of it.
Luke 16:99And I say unto you, Make to yourselves friends of the mammon of unrighteousness; that, when ye fail, they may receive you into everlasting habitations. (Luke 16:9) shows us everlasting habitations awaiting those who sacrifice the present in view of the heavenly future; as the story of the rich man and Lazarus (19, &c.) assures of the blessedness that follows on the death of the righteous, and the terrible lot after decease of the selfish man. It is not here after resurrection, but after death.