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Translation
King James Version
Rejoice not thou, whole Palestina, because the rod of him that smote thee is broken: for out of the serpent's root shall come forth a cockatrice, and his fruit shall be a fiery flying serpent.
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KJV (with Strong's)
Rejoice H8055 not thou, whole Palestina H6429, because the rod H7626 of him that smote H5221 thee is broken H7665: for out of the serpent's H5175 root H8328 shall come forth H3318 a cockatrice H6848, and his fruit H6529 shall be a fiery H8314 flying H5774 serpent H8314.
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Complete Jewish Bible
Do not rejoice, P'leshet, any of you, that the rod which struck you is broken; for out of the snake's root will come a viper, and his offspring will be a flying fiery serpent.
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Berean Standard Bible
Do not rejoice, all you Philistines, that the rod that struck you is broken. For a viper will spring from the root of the snake, and a flying serpent from its egg.
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American Standard Version
Rejoice not, O Philistia, all of thee, because the rod that smote thee is broken; for out of the serpent’s root shall come forth an adder, and his fruit shall be a fiery flying serpent.
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World English Bible Messianic
Don’t rejoice, O Philistia, all of you, because the rod that struck you is broken; for out of the serpent’s root an adder will emerge, and his fruit will be a fiery flying serpent.
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Geneva Bible (1599)
Reioyce not, (thou whole Palestina) because the rod of him that did beat thee, is broken for out of the serpents roote shall come forth a cockatrise, and the fruit therof shalbe a firy flying serpent.
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Young's Literal Translation
Rejoice not thou, Philistia, all of thee, That broken hath been the rod of thy smiter, For from the root of a serpent cometh out a viper, And its fruit is a flying saraph.
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Study This Verse

SUMMARY

Isaiah 14:29 issues a potent prophetic warning to ancient Philistia, cautioning them against premature rejoicing over the perceived downfall of an oppressive power. The oracle reveals that the breaking of one "rod" of authority will not usher in lasting relief, but rather, from the very "root" of that former power, a new and far more formidable threat will emerge, escalating in deadliness from a "serpent" to a "cockatrice" and culminating in a "fiery flying serpent." This profound declaration underscores God's absolute sovereignty over nations and the often-unforeseen, intensifying nature of His divine judgments, reminding all that His purposes cannot be thwarted.

CONTEXT

  • Literary Context: Isaiah 14:29 is strategically positioned within a larger collection of "burdens" or prophetic oracles directed against foreign nations, spanning Isaiah 13-23. More precisely, it concludes the specific oracle concerning Philistia, which commences in Isaiah 14:28. This immediate literary placement is crucial, as the preceding extensive oracle against Babylon, detailed in Isaiah 13:1-22 and Isaiah 14:1-27, sets a powerful precedent for God's universal judgment and His absolute control over the rise and fall of empires. This broader context establishes the theological framework for the specific warning to Philistia, emphasizing that divine judgment is not arbitrary but flows from God's sovereign will, a theme that permeates this entire section of Isaiah, reinforcing the message that no nation, regardless of its perceived strength or security, is exempt from His ultimate plan.
  • Historical & Cultural Context: The prophecy's historical anchor, "the year that King Ahaz died" (c. 715 BC), places it within a turbulent period in the ancient Near East. Philistia, a perennial rival and often a subjugated state to either Judah or the dominant Assyrian Empire, might have seen Ahaz's death as a moment of strategic opportunity. Ahaz, known for his weakness and alliance with Assyria, might have been perceived as the "rod" that "smote" Philistia, either directly through Judean military action or indirectly as a conduit for Assyrian influence. The "breaking" of this rod would thus signify the removal of an immediate, oppressive force, prompting potential Philistine celebration. However, the historical reality that followed Ahaz's death was the ascension of his son, Hezekiah. Unlike his father, Hezekiah proved to be a robust and militarily successful king, famously defeating the Philistines and extending Judah's control "as far as Gaza and its territory" (2 Kings 18:8). This historical trajectory, where a seemingly broken "rod" is replaced by an even more potent adversary, directly informs the escalating serpent imagery of the prophecy, highlighting God's sovereign hand in raising up and bringing down powers.
  • Key Themes: Isaiah 14:29 profoundly contributes to several core themes prevalent throughout the book of Isaiah and broader biblical theology. Firstly, it powerfully asserts the Divine Sovereignty of God over all nations and their intricate destinies. The passage demonstrates that human events, such as the death of a king or the apparent weakening of an oppressor, are not random occurrences but are ultimately orchestrated or permitted by God, who sovereignly raises up and brings down kingdoms according to His immutable will, as declared in Isaiah 14:26-27. Secondly, the verse functions as a piercing Warning Against Presumptuous Joy or schadenfreude. It cautions against celebrating the perceived downfall of an enemy without a discerning understanding of God's larger, often hidden, purposes. Such short-sighted jubilation is deemed foolish, as what appears to be a moment of relief can, in God's economy, be merely a prelude to more formidable challenges. Thirdly, the vivid and escalating serpent imagery powerfully illustrates the Escalation of Judgment. God's judgments are not static or predictable; they can intensify, becoming progressively more severe and inescapable as His divine purposes unfold. This theme underscores that genuine peace and enduring security are found exclusively in humble submission to God, rather than in the shifting, transient fortunes of human powers.

EXPOSITION AND ANALYSIS

Key Word Analysis

  • Rod (Hebrew, shêbeṭ', H7626): From an unused root meaning "to branch off," this term refers to a scion, a stick, or a staff. It encompasses various uses, including an instrument for punishing, writing, fighting, ruling (a scepter), or walking. In this context, the "rod of him that smote thee" symbolizes the oppressive authority or power that had previously afflicted Philistia. Its "breaking" indicates the perceived cessation or weakening of that specific dominant force, leading to the Philistines' premature rejoicing.
  • Serpent (Hebrew, nâchâsh', H5175): Derived from a root meaning "to hiss," this word denotes a snake. In biblical imagery, the serpent often carries connotations of danger, cunning, and malevolence. Here, it serves as the foundational image for the lineage or origin from which a new, more dangerous threat will emerge. The "serpent's root" implies that the subsequent adversary will arise from the same stock or source as the previous one, suggesting a continuity in the source of Philistia's troubles, rather than a complete eradication.
  • Cockatrice (Hebrew, tsephaʻ', H6848): From an unused root meaning "to extrude," this term describes a viper, often translated as a basilisk or adder. It denotes a highly venomous and aggressive serpent, likely referring to its striking action or the thrusting out of its tongue. In the prophetic escalation of Isaiah 14:29, the "cockatrice" represents a successor to the initial "serpent" that is significantly more potent, deadly, and formidable, signifying an intensified and more dangerous manifestation of the divine judgment.

Verse Breakdown

  • "Rejoice not thou, whole Palestina": This opening clause functions as a direct, imperative warning issued to the entire Philistine nation. The command "Rejoice not" explicitly forbids them from celebrating or gloating. The inclusion of "whole Palestina" emphasizes the comprehensive scope of this message, indicating a widespread temptation among the Philistine populace to prematurely celebrate.
  • "because the rod of him that smote thee is broken": This clause provides the specific rationale behind the prohibition against rejoicing, revealing the immediate cause of the Philistines' potential jubilation: the perceived incapacitation or removal of an oppressive power. The "rod" here symbolizes the instrument of their affliction, and its "breaking" signifies its weakening or cessation. This highlights the short-sightedness of their potential celebration, as they focus solely on immediate relief without grasping the deeper divine plan.
  • "for out of the serpent's root shall come forth a cockatrice": Introduced by the conjunction "for," this pivotal clause explains why the Philistines' rejoicing is unwarranted and indeed perilous. The "serpent's root" metaphorically refers to the origin or lineage of the former oppressor. From this very source, a "cockatrice"—a more venomous and dangerous serpent—is prophesied to "come forth," indicating the emergence of a successor or a new manifestation of power that will be even more threatening and destructive than the one that has just been "broken."
  • "and his fruit [shall be] a fiery flying serpent": This concluding phrase describes the ultimate and most terrifying stage of the escalating threat. The "fruit" of the cockatrice (or, more broadly, the "serpent's root") will be a "fiery flying serpent." The term "fiery" (Hebrew sârâph) denotes a burning or poisonous quality, often associated with the deadly, venomous snakes God sent against Israel in the wilderness (Numbers 21:6). The "flying" aspect (Hebrew ʻûwph) suggests swiftness, an inescapable reach, and perhaps a pervasive, widespread attack. This culminates the imagery, portraying a threat that is not only highly venomous and destructive but also swift and far-reaching, representing the most severe and inescapable form of divine judgment.

Literary Devices

Isaiah 14:29 is profoundly rich in Symbolism and Metaphor, primarily conveyed through its striking zoological imagery. The "rod" serves as a potent metaphor for an oppressive power, representing the instrument of affliction wielded by a dominant nation. The escalating sequence from "serpent" to "cockatrice" and finally to a "fiery flying serpent" constitutes a powerful climax or progression, meticulously building a sense of intensifying danger, deadliness, and inescapability. This vivid zoological imagery is exceptionally effective in conveying the escalating nature of the divine judgment. Furthermore, the passage contains a strong element of Irony; what the Philistines might perceive as a legitimate cause for celebration—the apparent removal of an oppressor—is, in God's sovereign plan, merely a deceptive prelude to a far more severe and pervasive judgment. The direct, imperative address to "whole Palestina" also employs Personification, treating the entire nation as a singular, unified entity capable of hearing, understanding, and responding to this divine warning.

THEOLOGICAL AND THEMATIC CONNECTIONS

Isaiah 14:29 stands as a profound theological declaration concerning God's absolute and unchallengeable sovereignty over all earthly powers and His intricate, often unexpected, methods of judgment. It powerfully teaches that human perception of unfolding events is inherently limited, and what might appear to be a moment of liberation or triumph can, within God's grand and overarching design, serve as a precursor to a more intense and challenging phase of His unfolding will. The passage sharply underscores the folly of human hubris and the inherent danger of rejoicing prematurely or maliciously over the misfortunes of others, particularly when the full scope of God's sovereign purposes remains veiled. Ultimately, it serves as a potent reminder that God is the supreme orchestrator of history, and His divine plans cannot be thwarted or circumvented by human actions, celebrations, or perceived victories.

REFLECTION AND APPLICATION

Isaiah 14:29 offers profound and timeless wisdom, providing crucial guidance for both individuals and communities in navigating life's complexities. It issues a compelling call to cultivate a posture of profound humility and discerning wisdom, rather than yielding to the destructive temptation of schadenfreude or superficial joy when an adversary or a challenging circumstance appears to be removed. The passage insightfully reveals that what often seems like a decisive victory or a moment of liberating relief is, in God's sovereign economy, merely a transition to a new, and potentially more demanding, phase of His ongoing work in our lives or in the broader world. This prophetic word profoundly encourages us to look beyond immediate, transient circumstances and to anchor our trust in God's overarching and unwavering sovereignty, even when His plans appear to involve an escalation of trials or the emergence of formidable new challenges. It serves as a vital reminder that true security and lasting peace are found exclusively in humble submission to God, rather than in the fluctuating fortunes of earthly powers. In our spiritual journeys, this passage serves as a potent warning against complacency; overcoming one spiritual foe does not signify the end of the battle, but frequently prepares us for a more intense and vital engagement, thereby necessitating even greater vigilance, discernment, and an unwavering dependence upon divine strength, much like the biblical exhortation to put on the full armor of God.

Questions for Reflection

  • How do I typically react when a perceived "oppressor" or difficult circumstance in my life is removed? Is my joy rooted in God's sovereignty or merely in the absence of immediate trouble?
  • In what areas of my life might I be tempted to rejoice prematurely or presumptuously, failing to consider God's larger, unfolding plan?
  • How does this passage encourage me to trust in God's sovereignty even when circumstances seem to worsen or new challenges emerge?
  • What "fiery flying serpents" might I need to prepare for, and how can I rely more deeply on God's strength for them?

FAQ

Who is the "rod of him that smote thee" and the subsequent "serpents" in Isaiah 14:29?

Answer: The "rod of him that smote thee" most plausibly refers to the kingdom of Judah, particularly under powerful kings like Uzziah who had previously exerted significant control over Philistia, as chronicled in 2 Chronicles 26:6-7. While some interpretations suggest the Assyrian Empire, the immediate historical context of King Ahaz's death and the subsequent rise of his son, Hezekiah, strongly points to Judah. The progression from "serpent's root" to "cockatrice" and then to "fiery flying serpent" serves as a powerful symbolic representation of the escalating threat that would emerge from the same lineage or source. This prophetic imagery is widely understood to refer to King Hezekiah himself. Hezekiah, Ahaz's successor, proved to be a far more formidable and aggressive ruler than his father. He famously attacked the Philistines, conquering their territory "as far as Gaza and its territory" (2 Kings 18:8), thereby fulfilling the prophecy as a "fiery flying serpent"—swift, powerful, and devastating in his military campaigns against them.

Why is Philistia warned not to rejoice over the breaking of the "rod"?

Answer: Philistia is sternly warned against rejoicing because their perceived liberation is short-sighted and based on a superficial understanding of divine providence. The apparent "breaking of the rod"—the removal of a former oppressor—did not signify an end to their troubles or the dawn of a permanent peace. Instead, God, in His sovereign and intricate plan, was orchestrating the emergence of an even more dangerous and destructive force from the very "root" of the previous one. Their premature joy would be quickly transformed into dread as the prophesied "cockatrice" and "fiery flying serpent" (King Hezekiah) arose to inflict a greater and more severe judgment upon them. This potent warning underscores the fundamental biblical principle that human events are always part of a larger, divine narrative, and true security and lasting peace are found exclusively in God's favor and His ultimate control, not in the fluctuating fortunes of earthly powers.

What do the different serpent images (serpent, cockatrice, fiery flying serpent) symbolize in this prophecy?

Answer: The progression of serpent imagery in Isaiah 14:29 powerfully symbolizes an escalating scale of danger, severity, and divine judgment. The "serpent's root" represents the origin or lineage of the previous oppressor (most likely Judah). From this foundational "root," a "cockatrice"—a highly venomous and aggressive viper—is prophesied to emerge, signifying a successor that is significantly more potent and deadly. This escalation culminates with the "fiery flying serpent," which is the most terrifying image, combining the intense pain and deadliness associated with a "fiery" (poisonous) snake with the swift, pervasive, and inescapable reach implied by "flying." This imagery serves as a powerful metaphor for the increasing severity and inevitability of the judgment that would befall Philistia, ultimately culminating in the formidable and devastating military campaigns of King Hezekiah, who proved to be a far greater threat than his predecessors.

CHRIST-CENTERED FULFILLMENT

While Isaiah 14:29 primarily addresses an escalating earthly judgment against ancient Philistia, its profound underlying theological themes find their ultimate and most comprehensive Christ-centered fulfillment. The prophecy powerfully underscores God's absolute sovereignty over all nations and the intricate unfolding of human history, a truth ultimately and perfectly revealed in the person and redemptive work of Jesus Christ, through whom "all things were created, in heaven and on earth, visible and invisible" (Colossians 1:16). The "rod" of judgment, wielded by various earthly powers in the Old Testament, finds its supreme expression in Christ, who is divinely appointed by God to be the righteous Judge of both the living and the dead (Acts 10:42). He is powerfully depicted as the one who will "strike down the nations with a sharp sword" (Revelation 19:15), executing God's perfect and righteous wrath. Furthermore, the ominous "serpent" imagery, deeply rooted in the narrative of the Fall and the protoevangelium of Genesis 3:15, points to the ultimate spiritual adversary, Satan. Christ's central mission was precisely to "destroy the works of the devil" (1 John 3:8), decisively crushing the "root" of evil and disarming the powers of darkness through His triumphant victory on the cross (Colossians 2:15). The ancient warning against premature rejoicing in Isaiah 14:29 thus foreshadows the true and lasting joy that comes exclusively through Christ's completed redemptive work and His promised glorious return, when all earthly sorrows, threats, and the very sting of death will be finally and eternally removed, and God Himself will "wipe away every tear from their eyes" (Revelation 21:4). Just as the paradoxical bronze serpent in the wilderness offered healing from the deadly "fiery serpents" by looking to it in faith (Numbers 21:8-9), so too, Christ, "lifted up" on the cross, offers ultimate salvation from the spiritual poison of sin and eternal death to all who, by faith, look to Him (John 3:14-15).

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Commentary on Isaiah 14 verses 24–32

I. II. Main points1. 2. Sub-points

The destruction of Babylon and the Chaldean empire was a thing at a great distance; the empire had not risen to any considerable height when its fall was here foretold: it was almost 200 years from this prediction of Babylon's fall to the accomplishment of it. Now the people to whom Isaiah prophesied might ask, "What is this to us, or what shall we be the better for it, and what assurance shall we have of it?" To both questions he answers in these verses, by a prediction of the ruin both of the Assyrians and of the Philistines, the present enemies that infested them, which they should shortly be eye-witnesses of and have benefit by. These would be a present comfort to them, and a pledge of future deliverance, for the confirming of the faith of their posterity. God is to his people the same to day that he was yesterday and will be hereafter; and he will for ever be the same that he has been and is. Here is,

I. Assurance given of the destruction of the Assyrians (Isa 14:25): I will break the Assyrian in my land. Sennacherib brought a very formidable army into the land of Judah, but there God broke it, broke all his regiments by the sword of a destroying angel. Note, Those who wrongfully invade God's land shall find that it is at their peril: and those who with unhallowed feet trample upon his holy mountains shall themselves there be trodden under foot. God undertakes to do this himself, his people having no might against the great company that came against them: "I will break the Assyrian; let me alone to do it who have angels, hosts of angels, at command." Now the breaking of the power of the Assyrian would be the breaking of the yoke from off the neck of God's people: His burden shall depart from off their shoulders, the burden of quartering that vast army and paying contribution; therefore the Assyrian must be broken, that Judah and Jerusalem may be eased. Let those that make themselves a yoke and a burden to God's people see what they are to expect. Now, 1. This prophecy is here ratified and confirmed by an oath (Isa 14:24): The Lord of hosts hath sworn, that he might show the immutability of his counsel, and that his people may have strong consolation, Heb 6:17, Heb 6:18. What is here said of this particular intention is true of all God's purposes: As I have thought, so shall it come to pass; for he is in one mind, and who can turn him? Nor is he ever put upon new counsels, or obliged to take new measures, as men often are when things occur which they did not foresee. Let those who are the called according to God's purpose comfort themselves with this, that, as God has purposed, so shall it stand, and on that their stability depends. 2. The breaking of the Assyrian power is made a specimen of what God would do with all the powers of the nations that were engaged against him and his church (Isa 14:26): This is the purpose that is purposed upon the whole earth (the whole world, so the Septuagint), all the inhabitants of the earth (so the Chaldee), not only upon the Assyrian empire (which was then reckoned to be in a manner all the world, as afterwards the Roman empire was, Luk 2:1, and with it many nations fell that had dependence upon it), but upon all those states and potentates that should at any time attack his land, his mountains. The fate of the Assyrian shall be theirs; they shall soon find that they meddle to their own hurt. Jerusalem, as it was to the Assyrians, will be to all people a burdensome stone; all that burden themselves with it shall infallibly be cut to pieces by it, Zac 12:3, Zac 12:6. The same hand of power and justice that is now to be stretched out against the Assyrian for invading the people of God shall be stretched out upon all the nations that do likewise. It is still true, and will ever be so, Cursed is he that curses God's Israel, Num 24:9. God will be an enemy to his people's enemies, Exo 23:22. 3. All the powers on earth are defied to change God's counsel (Isa 14:27): "The Lord of hosts has purposed to break the Assyrian's yoke, and every rod of the wicked laid upon the lot of the righteous; and who shall disannul this purpose? Who can persuade him to recall it, or find out a plea to evade it? His hand is stretched out to execute this purpose; and who has power enough to turn it back or to stay the course of his judgments?"

II. Assurance is likewise given of the destruction of the Philistines and their power. This burden, this prophecy, that lay as a load upon them, to sink their state, came in the year that king Ahaz died, which was the first year of Hezekiah's reign, Isa 14:28. When a good king came in the room of a bad one then this acceptable message was sent among them. When we reform, then, and not till then, we may look for good news from heaven. Now here we have, 1. A rebuke to the Philistines for triumphing in the death of king Uzziah. He had been as a serpent to them (Isa 14:29), had bitten them, had smitten them, had brought them very low, Ch2 26:6. He warred against the Philistines, broke down their walls, and built cities among them. But when Uzziah died, or rather abdicated, it was told with joy in Gath and published in the streets of Ashkelon. It is inhuman thus to rejoice in our neighbour's fall. But let them not be secure; for though when Uzziah was dead they made reprisals upon Ahaz, and took many of the cities of Judah (Ch2 28:18), yet out of the root of Uzziah should come a cockatrice, a more formidable enemy than Uzziah was, even Hezekiah, the fruit of whose government should be to them a fiery flying serpent, for he should fall upon them with incredible swiftness and fury: we find he did so. Kg2 18:8, He smote the Philistines even to Gaza. Note, If God remove one useful instrument in the midst of his usefulness, he can, and will, raise up others to carry on and complete the same work that they were employed in and left unfinished. 2. A prophecy of the destruction of the Philistines by famine and war. (1.) By famine, Isa 14:30. "When the people of God, whom the Philistines has wasted, and distressed, and impoverished, shall enjoy plenty again," and the first-born of their poor shall feed (the poorest among them shall have food convenient), then, as for the Philistines, God will kill their root with famine. That which was their strength, and with which they thought themselves established as the tree is by the root, shall be starved and dried up by degrees, as those die that die by famine; and thus he shall slay the remnant: those that escape from one destruction are but reserved for another; and, when there are but a few left, those few shall at length be cut off, for God will make a full end. (2.) By war. When the needy of God's people shall lie down in safety, not terrified with the alarms of war, but delighting in the songs of peace, then every gate and every city of the Philistines shall be howling and crying (Isa 14:31), and there shall be a total dissolution of their state; for from Judea, which lay north of the Philistines, there shall come a smoke (a vast army raising a great dust, a smoke that shall be the indication of a devouring fire at hand), and none of all that army shall be alone in his appointed times; none shall straggle or be missing when they are to engage; but they shall all be vigorous and unanimous in attacking the common enemy, when the time appointed for the doing of it comes. None of them shall decline the public service, as, in Deborah's time, Reuben abode among the sheepfolds and Asher on the sea-shore, Jdg 5:16, Jdg 5:17. When God has work to do he will wonderfully endow and dispose men for it.

III. The good use that should be made of all these events for the encouragement of the people of God (Isa 14:32): What shall one then answer the messengers of the nations?

1.This implies, (1.) That the great things God does for his people are, and cannot but be, taken notice of by their neighbours; those among the heathen make remarks upon them, Psa 126:2. (2.) That messengers will be sent to enquire concerning them. Jacob and Israel had long been a people distinguished from all others and dignified with uncommon favours; and therefore some for good-will, others for ill-will, and all for curiosity, are inquisitive concerning them. (3.) That it concerns us always to be ready to give a reason of the hope that we have in the providence of God, as well as in his grace, in answer to every one that asks it, with meekness and fear, Pe1 3:15. And we need go no further than the sacred truths of God's word for a reason; for God, in all he does, is fulfilling the scripture. (4.) The issue of God's dealings with his people shall be so clearly and manifestly glorious that any one, every one, shall be able to give an account of them to those that enquire concerning them. Now,

2.The answer which is to be given to the messengers of the nations is, (1.) That God is and will be a faithful friend to his church and people, and will secure and advance their interests. Tell them that the Lord has founded Zion. This gives an account both of the work itself that is done and of the reason of it. What is God doing in the world, and what is he designing in all the revolutions of states and kingdoms, in the ruin of some nations and the rise of others? He is, in all this, founding Zion; he is aiming at the advancement of his church's interests; and what he aims at he will accomplish. The messengers of the nations, when they sent to enquire concerning Hezekiah's successes against the Philistines, expected to learn by what politics, counsels, and arts of war he carried his point; but they are told that these successes were not owing to any thing of that nature, but to the care God took of his church and the interest he had in it. The Lord has founded Zion, and therefore the Philistines must fall. (2.) That his church has and will have a dependence upon him: The poor of his people shall trust in it, his poor people who have lately been brought very low, even the poorest of them; they more than others, for they have nothing else to trust to, Zep 3:12, Zep 3:13. The poor receive the gospel, Mat 11:5. They shall trust to this, to this great truth, that the Lord has founded Zion; on this they shall build their hopes, and not on an arm of flesh. This ought to give us abundant satisfaction as to public affairs, that however it may go with particular persons, parties, and interests, the church, having God himself for its founder and Christ the rock for its foundation, cannot but stand firm. The poor of his people shall betake themselves to it (so some read it), shall join themselves to his church and embark in its interests; they shall concur with God in his designs to establish his people, and shall wind up all on the same plan, and make all their little concerns and projects bend to that. Those that take God's people for their people must be willing to take their lot with them and cast in their lot among them. Let the messengers of the nations know that the poor Israelites, who trust in God, having, like Zion, their foundation in the holy mountains (Psa 87:1), are like Zion, which cannot be removed, but abides for ever (Psa 125:1.), and therefore they will not fear what man can do unto them.

Matthew Henry (1662–1714) — Commentary on the Whole Bible. This section covers verses 24–32. Public domain.
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JeromeAD 420
Commentary on Isaiah
(Verse 29.) Do not rejoice, O Philistia, all of you, because the rod of your striker is broken; for from the root of the serpent a little king will come forth, and his offspring will consume the flying creature. It is natural that we say: when the king of the enemy nations dies, the enemies always rejoice, waiting for civil wars, seditions, and the incompetence of ruling from new things. Therefore, with the sinner Ahaz dead, who had walked in the ways of the kings of Israel and had been joined to them by kinship, we understand that the Philistines were pleased to be nearby and insulted the Israelites because with the mature king lost, they would be subject to the young Hezekiah. But, as we said above, Philisthaeos signifies the Palestinians, whom the Vulgate edition of the Bible refers to as foreigners: even though this is not the name of one particular nation, but of all foreign nations. Do not, he says, rejoice, O Philisthaea, do not insult my people because the rod of your smiter Achaz is broken; because the staff that used to strike you appears to be shattered; because the snake is killed. For this reason, a more harmful ruler will be born, whom the Greeks call the basilisk, who will put you to death with his gaze and the breath of his mouth. For no bird of prey can pass through unharmed: however far away it may be, it is sucked up by its mouth. So too, you will perish from the sight of King Hezekiah. And he preserved the metaphor well: for he had mentioned both a snake and a bird of prey, and he says that birds are devoured by its mouth and breath. As for no king of Judah having struck the Philistines like Hezekiah devastated them, listen to the Book of Kings: He struck the Philistines as far as Gaza, and as far as its borders: from the tower of the keepers to the fortified cities (2 Kings 18:8). But because we have translated it as absorbing the winged creature, and it is written in Hebrew as Saraph Mopheth (), which can be interpreted as a flying serpent: so the sense is: from the root of the serpent a king will be born, and its fruit, that is, the king's flying serpent, so that you may understand a flying dragon.
Gregory the DialogistAD 604
MORALS ON THE BOOK OF JOB 6:33.62
But because this Leviathan is called in another place not merely a serpent but also a flying serpent, because he rules over unclean spirits or reprobate people, as Isaiah says, “Out of the serpent’s root shall come forth a flying serpent,” we must attentively observe how a basilisk destroys, that by the doings of the basilisk, his malice may be more plainly made known to us. For a basilisk does not destroy with its bite but consumes with its breath. It often also infects the air with its breath and withers with the mere blast of its nostrils whatever it has touched, even when placed at a distance.
Source: Quotations drawn from early Church Fathers and historical Christian theologians (AD 100–1500). Some quotes address the surrounding passage context rather than this verse alone.
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