
Intensity builds in Matthew’s gospel as we move into the final week of Jesus’ life. Kicking off this section, Jesus tells a parable about workers in a vineyard. Those hired first agree to a fair wage and toil throughout the day while others join them at different points. When it’s time to clock out, all of the workers receive the same wage, despite the differing numbers of hours worked. This is a picture of God’s audacious unfairness—the generosity He shows by allowing the undeserving to receive what they did not earn. He reveals this in every sinner who claims righteousness through Christ.
The chapter continues with Jesus predicting His death and resurrection for a third time as He makes His way to Jerusalem with His disciples for Passover. Next the mother of James and John asks Jesus to grant her sons the privilege of sitting at His right and left hands when He comes into His kingdom. Jesus uses her request to reiterate His purpose: “Whoever wants to become great among you must be your servant, and whoever wants to be first must be your slave— just as the Son of Man did not come to be served, but to serve, and to give his life as a ransom for many.” (20:26-28, NIV)
Chapter 20 opens with the Triumphal Entry, marking Jesus’ arrival in Jerusalem to celebrate the Jewish festival of Passover and the beginning of the last week of His pre-resurrection life. If you grew up in church, you may remember waving palm fronds on Palm Sunday to open Holy Week.
Approaching Jerusalem, Jesus sends two of the disciples ahead saying “Go to the village ahead of you, and at once you will find a donkey tied there, with her colt by her. Untie them and bring them to me. If anyone says anything to you, say that the Lord needs them, and he will send them right away.”
Matthew explains, “This took place to fulfill what was spoken through the prophet:‘Say to Daughter Zion, ‘See, your king comes to you, gentle and riding on a donkey, and on a colt, the foal of a donkey.’”
The disciples do as Jesus instructs and bring the donkey and colt back. As they lead Him into Jerusalem “A very large crowd spread their cloaks on the road, while others cut branches from the trees and spread them on the road. The crowds that went ahead of him and those that followed shouted, ‘Hosanna to the Son of David! Blessed is he who comes in the name of the Lord! Hosanna in the highest heaven!’” (21:2-4, 8-9, NIV)
Matthew writes this gospel to convince Jewish people that Jesus actually was the Messiah and King they’d been anticipating for centuries. He quotes the prophecy from Zechariah 9:9 to show that Jesus fulfills it by entering Jerusalem riding on the foal of a donkey. In the ancient Middle Eastern world, leaders rode horses if they rode to war, but donkeys if they came in peace. Tara Leigh Cobble explains, “He entered in meekness—not majesty—on an animal made for service, not battle.”1
The people shouted “Hosanna” which means “Save now!” It was both a praise and a petition that they were reciting from Psalm 118. The Jewish people were desperate for relief from the oppression of Rome and expected the Messiah to arrive as a political hero and a conquering king. They wanted Him to fix their problems in the moment and didn’t understand His greater purpose. Jesus came to offer reconciliation and eternal peace with His Father, but the people were only looking for relief in their current circumstances. They cared more about what was happening outside of them than within their own hearts.
While it’s easy to see how they missed the point, we may be more like the crowd than we’d like to admit. Sometimes we want Jesus to wave a magic wand and make everything better when He’s inviting us into something of eternal significance that’s much bigger and deeper. Following Jesus brings lasting, inner peace that far exceeds the comfort we find in circumstances going the way we want. In the Gospel of John Jesus says, “Peace I leave with you; my peace I give you. I do not give to you as the world gives. Do not let your hearts be troubled and do not be afraid.” (John 14:27, NIV)
The Triumphal Entry was the official presentation of Jesus as the Messiah—the rightful descendant of King David. Matthew highlights to the Jewish people that Jesus is the Savior and King they’d been waiting for who had been promised in the Old Testament starting in Genesis 3. The crowd jumps on the bandwagon to worship Jesus but (spoiler alert) they will be quick to turn on Him a few days later and call for His crucifixion.
I wonder sometimes, how are we like the crowd on Palm Sunday? Are we more interested in a Jesus who provides quick fixes for our current circumstances than heart-level life transformation? Do we join the enthusiastic crowd that praises Jesus when He’s popular without bothering to pursue Him privately when no one else is looking? Or, do we recognize that He’s King but refuse to relinquish control of our lives to Him?
In the remaining passages in chapters 21 & 22, Jesus continues to emphasize the importance of genuine faith, humility, and purity of heart. He overturns tables in the temple courtyard to chastise opportunistic businesspeople who are taking advantage of others. He goes head to head with the Pharisees who are trying to entrap Him and teaches several parables that contrast the hard hearts of the prideful Jewish elite with the receptivity of sinners and outcasts. This section also includes the greatest commandment: “‘Love the Lord your God with all your heart and with all your soul and with all your mind.’ This is the first and greatest commandment. And the second is like it: ‘Love your neighbor as yourself.’ All the Law and the Prophets hang on these two commandments.” (22:37-40, NIV)
As our study moves towards Jesus’ final teachings and the events of Holy Week, let’s stop and consider our own hearts. What are you learning in Matthew’s gospel that’s changing the way you see yourself and how you respond to the Lord? Pray that God continues to soften your heart, open your eyes, and draw you deeper into life in His upside kingdom.
Follow along with our study by ordering your copy of Tara Leigh Cobble’s Knowing Jesus as King.
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- Tara Leigh Cobble, Knowing Jesus as King, Bethany House Publishers, 2024, 161




