Jeffrey Holton
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A PASTOR IN TRANSFORMATION

Palm Sunday - The Long And Winding Road

4/13/2025

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Palm Sunday is a fundamental moment in the Christian calendar, marking the beginning of Holy Week and pointing directly toward Good Friday and Easter Sunday. It is a day filled with rich symbolism and deep theological meaning, celebrating Jesus's arrival in Jerusalem just days before His crucifixion. But this was not a spontaneous or random event. The triumphal entry was a carefully orchestrated moment that revealed Jesus's identity and mission in a way that demanded a response from all who witnessed it.

What makes Palm Sunday so significant is that it represents the first time Jesus publicly accepts the praise and adoration of the people as their King. Prior to this, He often instructed people not to tell others about His miracles or His identity. But on this day, He made a statement that couldn’t be ignored. His arrival in Jerusalem, welcomed by crowds waving palm branches and shouting "Hosanna!" is packed with meaning, not only for those who were there but also for modern readers seeking to understand who Jesus is and what He came to do.
The inclusion of the triumphal entry in all four Gospels highlights its central importance in the narrative of Jesus' life and mission. This moment serves as an explicit declaration of Jesus' identity as the Messiah and King. Each Gospel writer emphasizes different aspects of this event, but all agree on its significance in God's redemptive plan. The fact that the story is included in every Gospel underscores the unity of the Gospel message and the intentionality of Jesus’ actions. It calls believers to recognize Jesus not just as a figure of celebration but as the King who came to bring peace through suffering, inviting all to respond with faith, loyalty, and worship.

John 12:12 - 19
 
A City Full of Expectation
The story unfolds in the Gospels as Jesus approaches Jerusalem during the Jewish festival of Passover. The city was filled with pilgrims who had traveled from all over Israel to commemorate God’s deliverance of their ancestors from slavery in Egypt. According to ancient sources such as the historian Josephus, Jerusalem would swell with potentially millions of visitors during this time. The atmosphere would have been electric—combining celebration, expectation, and spiritual longing.

Jesus arrives on the city's outskirts, near the villages of Bethphage and Bethany by the Mount of Olives. There, He instructs two of His disciples to retrieve a young donkey, a colt that had never been ridden. This detail might appear minor to a casual reader but carries symbolic weight.

The Symbolism of the Donkey
By riding a donkey into Jerusalem, Jesus fulfills a messianic prophecy from Zechariah 9:9: "Rejoice greatly, Daughter Zion! Shout, Daughter Jerusalem! See, your king comes to you, righteous and victorious, lowly and riding on a donkey, on a colt, the foal of a donkey."

This prophecy had long been interpreted as describing the coming of the Messiah. But the choice of a donkey rather than a warhorse is crucial. It signaled that Jesus was a King of peace, not war. In the ancient Near East culture, the donkey had royal connotations. For instance, archaeological findings from the Babylonian city of Mari show that donkeys and mules were commonly used in royal ceremonies. The Dictionary of Biblical Imagery notes that the riding of a donkey was a visible sign of kingship across the region. Jesus’ triumphal entry was not a last-minute decision using a convenient animal but a calculated, divinely guided choice that pointed to His kingship, humility, and mission.

From a theological and historical perspective, the image of the Messiah entering Jerusalem on a donkey would have resonated deeply with first-century Jewish listeners. In their collective memory were stories of Solomon riding a mule to be anointed king (1 Kings 1:33). This highlights the continuity of God's redemptive plan throughout Scripture. Jesus’ entry wasn’t just the fulfillment of prophecy—it was a deliberate act tying together Israel’s past, present, and future in Him. As such, Palm Sunday is a living signpost that points forward to the cross and backward to the promises of God, reminding us that Jesus is both the fulfillment and the future of our faith.

Hosanna and the Hopes of the Crowd
Jesus' action also challenged the prevailing expectations of the crowd. Many Jews at the time hoped for a Messiah who would overthrow Roman rule and restore Israel’s political independence. When Jesus rode into the city, the crowds responded with enthusiasm. They laid their cloaks on the road—a traditional gesture of submission and honor—and waved palm branches, which had become a symbol of Jewish nationalism and victory. This type of celebration had historical precedent. Around 200 years earlier, Judas Maccabeus was welcomed into Jerusalem with palm branches after a significant military victory over foreign oppressors. To many in the crowd, Jesus looked like the next liberator.

They shouted, "Hosanna! Blessed is he who comes in the name of the Lord!" These words come from Psalm 118, part of a group of psalms known as the Egyptian Hallel (Psalms 113–118), which were traditionally sung during Passover. The word "Hosanna" means "save us now," blending a cry for help with a shout of praise. It captured the hopes of the people: salvation, deliverance, and divine intervention.

Heaven’s Agenda vs. Human Expectation
But while the people saw political salvation, Jesus had something far greater in mind. His mission was not to defeat Rome but to defeat sin and death. The triumphal entry is a moment where heaven's plan intersects with human expectation, revealing a Messiah who comes not to take power by force but to offer Himself in love.

The reaction of the religious leaders further emphasizes this contrast. In Luke’s account, some Pharisees urge Jesus to quiet the crowd. He responds, "I tell you, if they keep quiet, the stones will cry out." This declaration affirms that the moment was divinely appointed. The praise being offered to Jesus could not be silenced because it was, in a sense, written into creation itself.

From Cheers to Crucifixion
Yet, the jubilant tone of Palm Sunday contains a shadow of tragedy. Within a few days, the crowd that cheered for Jesus would turn on Him. The same voices shouting "Hosanna!" would soon be yelling "Crucify Him!" What changed? The expectations of the people collided with the reality of Jesus' mission. He didn’t lead a revolt. He didn’t claim Caesar’s throne. Instead, He spoke of suffering, servanthood, and sacrifice. And for many, that was disappointing enough to abandon Him altogether.

Palm Sunday, then, becomes a lens through which we can examine our own expectations of Jesus. Do we worship Him only when He meets our desires? Or do we follow Him even when the path leads to a cross? The triumphal entry forces us to confront what kind of King Jesus really is and what kind of disciples we are willing to be.

Faithful Praise in Every Season
It also invites us to reflect on the nature of praise and faith. Are our “Hosannas” tied to favorable circumstances, or are they rooted in the unchanging truth of who Jesus is? The call of Palm Sunday is not just to rejoice but to remain—to stay faithful through the highs and lows of the journey.

As Holy Week unfolds, Palm Sunday stands as both a celebration and a challenge. It celebrates the arrival of the King who brings peace, not through conquest, but through His own suffering and resurrection. It challenges believers to move beyond momentary enthusiasm and toward lasting commitment. In this way, the palm branches laid at Jesus' feet become more than just ancient symbols. They represent a choice each of us must make: Will we follow Jesus on His terms, or ours?

The Invitation of Palm Sunday
In the final analysis, Palm Sunday is not just about a moment in history. It is an invitation to acknowledge Jesus as King—not only in celebration, but in suffering; not only in victory, but also in the valley. It asks us to lay down not just palm branches, but our pride, our expectations, and our lives.

To accept this invitation is to walk a path that will include both cheers and challenges. We are called to follow Jesus not because the road is easy but because He alone is worthy. That means praising Him even when our prayers go unanswered, trusting Him when life feels uncertain, and remaining faithful when discipleship feels costly.

Palm Sunday reminds us that true worship is not seasonal or circumstantial. It is a daily decision to recognize Christ’s authority, embrace His mission, and yield to His timing. As we enter Holy Week, we’re invited to live in the tension between triumph and trial, holding fast to the hope that the road paved with palm branches ultimately leads to an empty tomb.
So, what does Palm Sunday ask of us today?
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  • To crown Jesus King not just in word but in deed.
  • To trust His purposes, even when they unfold differently than we expected.
  • To remain faithful in worship, regardless of what the crowd is doing.

In doing so, we find that the story of Palm Sunday is not over. It continues in the lives of all who follow Jesus—not just with branches and banners but with surrendered hearts and steadfast faith.
 

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    Jeff has been in full-time ministry for thirty years. He currently serves as Executive Director at Anchor House Ministry at SeaPort Manatee in Palmetto, FL and he is a part-time Campus Pastor at West Bradenton Southside in Bradenton, Florida.

    Jeff Has authored A Lent Devotional (A Spiritual Journey to Lent) an Advent Devotional (The Advent of Jesus) and a devotional on the book of James (James: Where Faith and Life Meet). All three are available on Amazon.

    He is married to Carrie and they have four children, Micaiah, Gabe, Simon, and Berea.
    Preview or purchase Jeff's Books
    Jeff Holton Lent Devotional

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