So I just turned in my paper, and presented and defended it in class, yesterday and just thought I would share a heavily edited and chopped down version of it; what Mig calls "highly concentrated orange juice." If anybody is interested in the full paper, you can email me at samuel.garcia@biola.edu.
Matthew 21:5 from Zechariah 9:9The OT Text in Its Context
The book of Zechariah was written in circa 520 B.C., within the first four years of the reign of Darius I, the king of Persia (1:1, 7; 7:1). This may only apply to “First Zechariah” however (chs. 1-8); current scholarly consensus regarding the date of “Second Zechariah” (chs. 9-14) places it during the Greek period. This sharp distinction between a “first” and “second” Zechariah is necessary since most scholars see a dramatic shift in vocabulary, style, and literary themes between chapters 1-8 and 9-14 which, they believe, are sufficient to call the unity of the book into question.
Zechariah desired to encourage the roughly fifty thousand Israelites who had returned from exile in Babylon in 538-537 B.C. After a zealous start in building the temple, the Israelites soon discontinued their work because of opposition. Thus, “the chief purpose of Zechariah…[is] to rebuke the people and motivate and encourage them to complete the rebuilding of the temple…though Zechariah was clearly interested in spiritual renewal as well.”
Chapter 9 follows this “victory” theme closely as Zechariah commences with God trampling down the traditional enemies of Israel as he descends from the north. These great cities, in all their magnificent splendor and eminent fame, would be laid waste before the Lord who “has roused himself from his holy dwelling” (2:13). Despite the heavy tone of judgment upon these nations, the text seems to imply the survival of a “remnant” out of the Philistines.
The tone of the oracle changes abruptly to a description of a human king entering Jerusalem whose rule is to be characterized by peace. Zechariah envisages all of Zion and Jerusalem (personified) receiving the procession of this king with overwhelming joy in the light of God’s provision for his children.
This king, however, is not riding in on a warhorse but is “humble and riding on a donkey.” In fact, it makes sense that the king is riding a donkey and not a warhorse since he is supposed to proclaim peace to the nations. The donkey stands as a symbol of a “deliberate rejection…of arrogant trust in human might, expressing subservience to the sovereignty of God.”
The conclusion of verse 9 clarifies that the human king will ride “on a colt, the foal of a donkey.” Zechariah is clearly utilizing synonymous parallelism in which “successive poetic lines dynamically strengthen, reinforce, and develop each other’s thought.” Thus, we can say with a fair amount of certainty that Zechariah visualizes the king only riding one animal.
In doing this, Zechariah may already have Genesis 49:10-11 in mind which describes a warlike descendant of the tribe of Judah (v. 8) but rather than building on this idea, Zechariah presents the reader with a humble king. The description of the coming king also bears a striking similarity to the Davidic king portrayed by the Psalmist (Ch. 72, see esp. v. 8). This implies that the coming king will be of the Davidic line and will therefore be a “son” to God like the Davidic kings before him. God was to establish his reign as a universal kingdom.
The rest of Zechariah describes how Israel will be empowered by God to vanquish her enemies but will, yet again, turn away from God and “pierce” him. They reject God himself, the Good Shepherd, and are led instead by evil shepherds (11:16). Ultimately, God will purify a remnant for himself and establish a peace on earth that will instill the fear of God in the hearts of all the nations.
All of this can be found solely in Deutero-Zechariah (9-14) and are positioned within the context of eschatological oracles. Because of this, it seems best to interpret Zechariah as expecting a future fulfillment of these revelations at the end times. Though the passage displays a paradoxical tone of victory and jubilee juxtaposed with military conflict and spiritual decay, it is certain that once the human king’s rule is firmly established, the world will finally be at peace.
The NT Text in Its Context
The Gospel of Matthew was most likely written sometimes during the 60s AD by the apostle Matthew, the former tax collector. The common thread that unites his work is that of the presence of the kingdom of God, which finds its climax as Jesus enters Jerusalem. Matthew’s use of the prophetic word in Zechariah at the “triumphal” entry will be analyzed after surveying the context of our passage.
The general context of Matthew 21:5 starts in Matthew 20:17, where Jesus reveals to his disciples that they will be traveling up to Jerusalem and that he would be crucified yet raised the third day. Matthew then focuses the reader’s attention on two events that take place while Jesus and his disciples make their way to Jerusalem: the request of the mother of the sons of Zebedee and the healing of the two blind men. The former shows the disciples misunderstanding of Jesus' mission; the latter, the acnkowledgment of his messiahship. Matthew then thrusts the reader into the moments right before Jesus’ “triumphal” entry. How will his people respond to his arrival?
Jesus instructs two of his disciples to bring him a female donkey and her colt for his entrance into Jerusalem. Of all the methods Jesus could have chosen to enter Jerusalem, he deliberately chose to go in a way that would generally remind some in the crowd following him of Zechariah 9:9; “this was a deliberate act of symbolic self-disclosure.”
Matthew cites Zechariah 9:9 before finishing the narrative. The quotation here seems to be a composite of Isaiah and Zechariah 9:9, the latter of which Matthew appears to utilize the Masoretic Text primarily and the Septuagint secondarily.
In any case, the two disciples whom Jesus sends to retrieve the animals spread their outer garments on the donkey and her colt. Because of the occasion, the garments would have to be draped over both of the animals (even if one wasn’t ridden) but Jesus is not required to have sat on both animals. Apparently, though the colt had never been ridden (Mark 11:2), it was at least old enough for this occasion. It might have been the case that his mother’s company was sufficient to calm the inexperienced colt who needed to be calmed in the great crowd.
It is apparent that Zechariah 9:9 employs the use of synonymous parallelism and thus describes the king’s riding one animal. Did Matthew mistreat this parallelism and turn the narrative into “something of a circus spectacle”? First, it seems that Matthew should be given the benefit of the doubt in quoting Old Testament sources involving synonymous parallelism since he was “quite comfortable with [it, this is] clear from its presence in the quoted material of Mt. 4:16; 8:17.” Matthew exhibits a profound understanding of the OT throughout his gospel, and this particular application of an OT text should not surprise biblical scholars since “Matthew has regularly seen fulfillment of prophecy where correspondence between OT and NT is not exact.”

The fact that Matthew alone among the Gospel writers writes about two animals when Zechariah speaks of one is still an irksome question however. The best explanation, that doesn’t simply wave the problem away, seems to be that of R. T. France,
"It seems likely that, aware that two animals had been present, [Matthew] enjoyed the fact that the wording of Zechariah’s oracle can be read as including both mother and foal, and so mentioned them both. That is not to say…that Matthew simply invented a second animal because his wooden reading of the Hebrew parallelism told him that it was needed. The author of this gospel was not ignorant of OT idiom, and would surely have recognized parallelism when he saw it. His mention of the second donkey is due rather to a typically Jewish interest in the form of the text, so that even though he knew it referred to only one animal, its wording nonetheless lent itself to the mention of the other."
Besides, it’s not like the female donkey actually fulfills anything since the MT of Zechariah 9:9 prophesied a male donkey (admittedly, the LXX is ambiguous). That Matthew’s translation is more literal than the LXX points to his use of the MT and thus, his knowledge of the donkey’s gender.
This text’s application to Jesus recalls and is similar to the imagery used of the king of Judah described in Genesis 49:11. There is an important difference however, “…the figure in Genesis ties up his mount in order to celebrate, but Jesus arranges for the mounts to be untied to carry him to his fate of suffering in the royal city.” One must not miss the tension that Matthew must have also experienced in citing Zechariah (and possibly Genesis implicitly): in approaching Jerusalem, Jesus is staring death in the face with the knowledge that it will temporarily overcome him on the cross.
The crowds seem to have made some sort of connection to Jesus’ arrival in Jerusalem and his royalty by laying their cloaks on the ground and even calling him the Son of David. In their fervor, however, the crowds overlooked the fact that Jesus was riding an animal that was “sometimes ridden by rulers in times of peace (Judg 5:10; 1 Kings 1:33; cf Rev 19:11).” Jesus had already provided the correct perspective of his kingdom when he described his mission to his disciples as one of radical service. Blomberg elaborates,
"[T]he subtleties in Zechariah’s narrative, which juxtaposes peacemaking with triumphing over Israel’s enemies are lost on the crowds. Their response…suggests that they are looking only for a triumphant, nationalistic, even militaristic king, whereas Jesus, at least during this advent, enters Jerusalem entirely peacefully, humbly, and willing to submit even to crucifixion…[this] is not the kind of salvation that Jerusalem is seeking here."
Instead of conforming to the crowd’s expectations, Jesus enters Jerusalem in judgment instead (Mat. 23). Zion was not rejoicing; Jerusalem was not jubilant. Instead, Matthew portrays the people as suspicious of Jesus and questioning his identity, not delighted. This sets the tone for the subsequent unbelief of Israel and God’s ensuing judgment.
After Jesus enters Jerusalem, he “cleanses” the temple – an act which is supposed to call people to repentance like the Old Testament prophets. He proclaims judgment on Israel through his action to the fig tree, the parable of the “disobedient” son, the parable of the vineyard, the parable of the wedding feast, and then denounces the leaders. The paradoxical conclusion is that Jerusalem was not able to rejoice because God came to them in judgment. Jesus had confounded expectations.
The Hermeneutical Principles
Now and Not Yet. The world is not yet at peace and all of God’s enemies have not been vanquished. This is the theology of “now and not yet” or inaugurated eschatology. To be sure, the evangelists only saw this two-part fulfillment of the Old Testament in hindsight.
The NT/OT Relationship
Prophetic Fulfillment. It is not easy to argue for prophetic fulfillment when most commentators make a convincing case that there are historical parallels in the intertestamental period that seem to coincide with Zechariah’s prophecies. For example, when Alexander the Great invaded Persia, he came down the same route described in the first eight verses of chapter nine and brought relative stability to the region. Furthermore, the rulers of other nations (the “evil shepherds”?) oppress the nation of Israel in ways that seem to fulfill their description in chapter 10 and 11. Finally, the Maccabean revolt seems to parallel the victory that was to be given to Israel when they overcame Greece (v. 13) and Judas Maccabeus was even greeted with palm branches and much exuberance when he entered Jerusalem.
I do not believe, however, that Zechariah 9:9-10 was fulfilled in any proper sense in that time period. Some Jews may have observed the historical landscape with keen insight and possibly thought that they were seeing the fulfillment of these and other prophecies, but it also seems likely that they would have been upset within months or even days. Judas Maccabeus was not “righteous” and “humble” in the sense described by Zechariah. Neither did he enter Jerusalem on a colt nor was his reign characterized by peace. Alexander the Great cohered with these expectations even less, being the incarnation of reliance on human might and pride. In neither of these cases do we see the return of all the exiles spoken of in Zechariah; “clearly [Zechariah] looks forward to a human agent acting on God’s behalf coming to Jerusalem, riding on a donkey, to reign as king and establish peace. Rightly understood, Jesus fulfills every one of those elements with his so-called triumphal entry into Jerusalem.” Finally, the internal evidence of Zechariah appears envelope the prophecy concerning the king in a largely eschatological context anyway.
Admittedly, Jesus’ fulfillment of these expectations is difficult and unexpected. Whereas Zechariah appears to have thought that the “day of the Lord” would penetrate this world in one fell swoop, the New Testament reveals to us that Jesus’ kingdom ministry was a partial fulfillment. Israel will be judged for their rejection of God and the Lord would find a remnant from among the Gentiles and the Jews.