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Job 40:20

Canst thou draw out the leviathan with a hook, or canst thou tie his tongue with a cord?

Challoner: LeviathanThe whale or some sea monster.
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The verse in its languages

Vulgate (Clementine)
An extrahere poteris Leviathan hamo, et fune ligabis linguam ejus ?
Septuagint (Swete)
ἄξεις δὲ δράκοντα ἐν ἀγκίστρῳ, ⸂⸆⸃ περιθήσεις δὲ φορβεὰν περὶ ῥῖνα αὐτοῦ;
Hebrew (WLC) shown from Job 40:25
תִּמְשֹׁ֣ךְ לִוְיָתָ֣ן בְּחַכָּ֑ה וּ֝בְחֶ֗בֶל תַּשְׁקִ֥יעַ לְשֹׁנֽוֹ

Haydock's commentary

Leviathan: the whale, or some sea monster. (Challoner)

Protestants' marginal note, "or a whirlpool." (Haydock)

But some animal is designated; and Bochart understands the crocodile, which agrees very well with the context. The Thalmudists also say that the calbish is a small fish, which gets into the throat of the leviathan. They mean probably the ichneumon, which kills the crocodile by that means. Leviathan, "the winding serpent," (Calmet) often denotes the dragon or crocodile, (Psalm ciii. 26., and Isaias xxvii. 1.) which frequents the Nile. (Haydock)

It can live as well by land as under water, (Watson, p. 293) and hence may be translated, (Haydock) "the coupled dragon." (Parkhurst)

Moses mentions the choled, (Leviticus xi. 29.) which the Septuagint and most others translate, "the land crocodile:" but what could induce the Protestants "to render it tortoise, we are at a loss to determine." Crocodiles lay about sixty eggs, like those of geese, in the sand, the warmth of which soon hatches them. Their bodies are covered with scales, which are scarcely penetrable, except under the belly; and they are between twenty and thirty feet in length, running very fast, straight forward, though their feet be short, and they cannot turn easily. They have several rows of sharp teeth, which enter one within another, and their throat is very wide. (Button.)

The same word may however denote whales, (Parkhurst) which are the greatest fishes with which man is acquainted. (Haydock)

They may also be styled coupled dragons, because many smaller fishes accompany them, and they are well protected by scales, &c. (Menochius)

Read on

This huge fish, perhaps the whale, representing the devil, is subject to God. (Worthington)

Cord. The crocodile may be taken, but with the utmost hazard; though the Tentyrites attacked it without fear, chap. iii. 8. Herodotus (ii. 70.) says it may be caught with a hook, baited with hog's flesh, while the fisher has a pig grunting, at which the crocodile comes open-mouthed. Having swallowed the hook, it is drawn to land, and its small eyes being filled with dirt it is easily slain. But the method was not yet invented, or was deemed too rash in Job's days.

From Haydock's Catholic Bible Commentary, 1859, in the transcription made by Todd Easton and kept online by John Paul Wohlschied at johnblood.gitlab.io/haydock.

The Fathers on this verse

Rufinus A Commentary on the Apostles' Creed, Section 16

16. But perhaps some one is alarmed at hearing us discourse of the death of Him of Whom, a short while since, we said that He is everlasting with God the Father, and that He was begotten of the Father’s substance, and is one with God the Father, in dominion, majesty, and eternity. But be not alarmed, O faithful hearer. Presently thou wilt see Him of Whose death thou hearest once more immortal; for the death to which He submits is about to spoil death. …

St Athanasius Life of Antony. (Vita Antoni.), His address to monks, rendered from Coptic, exhorting them to perseverance, and encouraging them against the wiles of Satan

24. ‘And he said they often appeared as the Lord revealed the devil to Job, saying, “His eyes are as the morning star. From his mouth proceed burning lamps and hearths of fire are cast forth. The smoke of a furnace blazing with the fire of coals proceeds from his nostrils. His breath is coals and from his mouth issues flame.” When the prince of the demons appears in this wise, the crafty one, as I said before, strikes terror by speaking great things, as again the Lord convicted him saying to Job, for “he counteth iron as straw, and brass as rotten wood, yea he counteth the sea as a pot of ointment, and the depth of the abyss as a captive, and the abyss as a covered walk.” And by the prophet, “the enemy said, I will pursue and overtake,” and again by another, “I will grasp the whole world in my hand as a nest, and take it up as eggs that have been left.” Such, in a word, are their boasts …

St Ambrose Concerning Repentance, Chapter XIII. They who have committed a “sin unto death” are not to be abandoned, but subjected to penance, according to St. Paul. Explanation of the phrase “Deliver unto Satan.” Satan can afflict the body, but these afflictions bring spiritual profit, showing the power of God, Who thus turns Satan's devices against himself

64. The devil is then deceived so as to wound himself with his own bite, and to arm against himself him whom he thought to weaken. So he armed holy Job the more after he wounded him, who, with his whole body covered with sores, endured indeed the bite of the devil, but felt not his poison. And so it is well said of him, “Thou shalt draw out the dragon with an hook, thou wilt play with him as with a bird, thou shalt bind him as a boy doth a sparrow, thou shalt lay thine hand upon him.”