Zechariah 9:5

Authorized King James Version

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Ashkelon shall see it, and fear; Gaza also shall see it, and be very sorrowful, and Ekron; for her expectation shall be ashamed; and the king shall perish from Gaza, and Ashkelon shall not be inhabited.

Original Language Analysis

תֵּרֶ֨א shall see H7200
תֵּרֶ֨א shall see
Strong's: H7200
Word #: 1 of 16
to see, literally or figuratively (in numerous applications, direct and implied, transitive, intransitive and causative)
וְאַשְׁקְל֖וֹן Ashkelon H831
וְאַשְׁקְל֖וֹן Ashkelon
Strong's: H831
Word #: 2 of 16
ashkelon, a place in palestine
וְתִירָ֗א it and fear H3372
וְתִירָ֗א it and fear
Strong's: H3372
Word #: 3 of 16
to fear; morally to revere; causatively to frighten
מֵֽעַזָּ֔ה Gaza H5804
מֵֽעַזָּ֔ה Gaza
Strong's: H5804
Word #: 4 of 16
azzah, a place in palestine
וְתָחִ֣יל sorrowful H2342
וְתָחִ֣יל sorrowful
Strong's: H2342
Word #: 5 of 16
properly, to twist or whirl (in a circular or spiral manner), i.e., (specifically) to dance, to writhe in pain (especially of parturition) or fear; fi
מְאֹ֔ד also shall see it and be very H3966
מְאֹ֔ד also shall see it and be very
Strong's: H3966
Word #: 6 of 16
properly, vehemence, i.e., (with or without preposition) vehemently; by implication, wholly, speedily, etc. (often with other words as an intensive or
וְעֶקְר֖וֹן and Ekron H6138
וְעֶקְר֖וֹן and Ekron
Strong's: H6138
Word #: 7 of 16
ekron, a place in palestine
כִּֽי H3588
כִּֽי
Strong's: H3588
Word #: 8 of 16
(by implication) very widely used as a relative conjunction or adverb (as below); often largely modified by other particles annexed
הֹבִ֣ישׁ H954
הֹבִ֣ישׁ
Strong's: H954
Word #: 9 of 16
properly, to pale, i.e., by implication to be ashamed; also (by implication) to be disappointed or delayed
מֶבָּטָ֑הּ for her expectation H4007
מֶבָּטָ֑הּ for her expectation
Strong's: H4007
Word #: 10 of 16
something expected, i.e., (abstractly) expectation
וְאָ֤בַד shall perish H6
וְאָ֤בַד shall perish
Strong's: H6
Word #: 11 of 16
properly, to wander away, i.e., lose oneself; by implication to perish (causative, destroy)
מֶ֙לֶךְ֙ and the king H4428
מֶ֙לֶךְ֙ and the king
Strong's: H4428
Word #: 12 of 16
a king
מֵֽעַזָּ֔ה Gaza H5804
מֵֽעַזָּ֔ה Gaza
Strong's: H5804
Word #: 13 of 16
azzah, a place in palestine
וְאַשְׁקְל֖וֹן Ashkelon H831
וְאַשְׁקְל֖וֹן Ashkelon
Strong's: H831
Word #: 14 of 16
ashkelon, a place in palestine
לֹ֥א H3808
לֹ֥א
Strong's: H3808
Word #: 15 of 16
not (the simple or abs. negation); by implication, no; often used with other particles
תֵשֵֽׁב׃ shall not be inhabited H3427
תֵשֵֽׁב׃ shall not be inhabited
Strong's: H3427
Word #: 16 of 16
properly, to sit down (specifically as judge. in ambush, in quiet); by implication, to dwell, to remain; causatively, to settle, to marry

Analysis & Commentary

Ashkelon shall see it, and fear; Gaza also shall see it, and be very sorrowful, and Ekron; for her expectation shall be ashamed—the prophetic gaze shifts south to the Philistine pentapolis. These ancient enemies of Israel will witness Tyre's fall and tremble, recognizing their own vulnerability. "Ashkelon shall see it, and fear" (tire Ashkelon ve-tira, תֵּרֶא אַשְׁקְלוֹן וְתִירָא) uses wordplay with similar sounding verbs ("see" and "fear"). Visual witness of judgment produces terror.

"Gaza also shall see it, and be very sorrowful" (ve-Azzah ve-tachil me'od, וְעַזָּה וְתָחִיל מְאֹד) describes anguish, literally writhing in pain like childbirth (chul, חוּל). "And Ekron; for her expectation shall be ashamed" (ve-Eqron ki hovish mabatah, וְעֶקְרוֹן כִּי־הֹבִישׁ מַבָּטָהּ)—Ekron's mabbat (מַבָּט, expectation/hope) will be hovish (הֹבִישׁ, put to shame). The Philistines apparently trusted Tyre's fortifications as a model of security; when Tyre falls, their confidence collapses.

The remainder of the verse catalogs political and demographic collapse: "and the king shall perish from Gaza, and Ashkelon shall not be inhabited" (ve-avad melek me-Azzah ve-Ashkelon lo tesheiv). The monarchy ends (avad, אָבַד, perish/be destroyed) and populations are deported or flee. This describes the systematic dismantling of Philistine political structures and urban centers. God's judgment against Israel's persistent enemies removes threats to His people's security, preparing for Messiah's peaceful reign (verse 10).

Historical Context

The Philistines had antagonized Israel since the conquest era (Judges-1 Samuel), occupying the coastal plain with five major cities: Gaza, Ashkelon, Ashdod, Ekron, and Gath. Despite defeats under David and later kings, Philistia remained a thorn in Israel's side. By Zechariah's day (520 BC), Philistine identity persisted though diminished under Persian rule. The prophecy looks forward to final judgment.

Alexander the Great's conquest (332 BC) fulfilled this oracle precisely. After Tyre's fall, Alexander marched south through Philistia toward Egypt. Gaza resisted fiercely; Alexander besieged it for two months, eventually taking it by assault. The city's commander was killed ("the king shall perish"), and 10,000 inhabitants were massacred or enslaved. Ashkelon and Ekron submitted without resistance but faced demographic changes as Greek settlers displaced native populations. By the Maccabean period (2nd century BC), Philistine identity had largely disappeared, absorbed into Hellenistic culture. The term "Palestine" (from "Philistia") survived, but the people vanished—a remarkable fulfillment showing that God keeps covenant promises to judge Israel's enemies.

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