Sunday Messages

When Jesus Doesn’t Meet Your Expectations (And Why That’s Good News)

The Heart of the Message

On Palm Sunday, the crowds welcomed Jesus into Jerusalem expecting a political liberator who would overthrow Roman rule and restore Israel’s independence. Jesus had something entirely different in mind, and it cost him everything. Pastor Kirt Anderson unpacks why the King who shattered every expectation ultimately fulfilled the deepest longing of every human heart.

Palm Sunday is one of the most dramatic scenes in all of Scripture. A crowd gathers, cloaks are spread on the road, voices rise in praise, and for one brief, shining moment, it looks like everything is going exactly as planned. But whose plan? That’s where this story gets complicated, and surprisingly personal.

Why Did the Palm Sunday Crowd Turn on Jesus So Quickly?

It’s one of the most jarring details in the Gospels: the same crowd shouting “Hosanna” on Sunday was crying “Crucify him” by Thursday. Pastor Kirt points out that this whiplash wasn’t random. The people of Jerusalem had a very specific vision of what their Messiah would do. He would be a political liberator, someone who would drive out the Romans, lift crushing taxes, and restore national freedom. When Jesus entered on a donkey, he was intentionally fulfilling the prophecy of Zechariah 9:9, a humble king on a colt. But humble was not what they had in mind. When it became clear he wasn’t going to do what they hoped, their hope curdled into rage.

Did Jesus Actually Claim to Be the Messiah?

Some people wonder whether Jesus ever directly claimed to be the Messiah. Pastor Kirt makes the case that his entry into Jerusalem was actually one of the most unmistakable declarations he ever made. Rather than simply saying “I am the one you’re looking for,” he fulfilled a centuries-old prophecy about exactly how the Messiah would arrive, down to the specific detail of riding on a young donkey that had never been ridden. That was not a coincidence. It was a deliberate, public act designed to communicate his identity to anyone who knew the Scriptures.

What Does Jesus Riding Into Jerusalem Have to Do with My Life Today?

Pastor Kirt draws a line from the triumphal entry straight to a question we all wrestle with: what do we actually need, versus what we think we want? The people of Jerusalem needed forgiveness, restored relationship with God, and hope beyond this world. What they wanted was political relief. Jesus gave them something infinitely greater, but it didn’t look anything like what they expected. In the same way, when Jesus enters our lives, he may not solve the things we were hoping he would fix. But according to Pastor Kirt, he does address what our hearts most deeply long for: to be loved, to be known, and to be made for something more than this brief life.


There’s something in this story that goes beyond ancient history. When Jesus wept over Jerusalem, he grieved not because his plans were failing, but because the city couldn’t recognize the very thing it needed most. He was heading into Jerusalem on the way to something far greater, entering the city as the first step toward entering our hearts.

Pastor Kirt closes with a simple but striking image. He had recently raked the yard and hauled away bags of leaves, and it struck him while preparing a memorial service: nobody holds a service for leaves. But when a person dies, we stop. We remember. We grieve. Because something in us knows we were made for more than just the cycle of nature. Jesus, Pastor Kirt says, is the one who answers that longing. He came not to be the king we wanted, but to be the king we needed.


Scripture Focus

Primary Passage: Luke 19:28-48 (NLT)

Anchor Verse: Luke 19:41-42 (NLT) “But as he came closer to Jerusalem and he saw the city ahead, he began to weep. How I wish that you of all people would understand the way of peace, but now it is too late and peace is hidden from your eyes.”

Additional References:

  • Zechariah 9:9 (Messianic prophecy: the king coming humble on a donkey)
  • John 11 (The raising of Lazarus, context for why authorities wanted Jesus dead)
  • Luke 19:11-27 (Parable of the Ten Minas, told just before the entry)

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