Summary: This message follows the events surrounding the triumphant entry of Jesus into Jerusalem on Palm Sunday.
INTRODUCTION: Today is the Sunday before Resurrection Day, which we call “Palm Sunday”. It’s also known as the “Triumphant Entry Of Christ”.
It is believed that Jesus actually entered Jerusalem on 3 different occasions … on Saturday, Sunday, and again on Monday. Let’s take a look at what took place on “Palm Sunday”.
19:28 – “thus spoken” – Jesus had come from Jericho (about 19 miles away), where he healed Blind Bartimeus, and spoke to Zaccheus. He had just spoken the parable of the 10 pounds, an d was on His way to Jerusalem.
19:29 – Jesus probably spent the night in Bethany, at the home of Mary, Martha and Lazarus, where Mary anointed the feet of Jesus and wiped them with her hair. Judas had a fit, at the apparent waste of expensive perfume. John 12:5-7 (quickview)  – “Why was not this ointment sold for three hundred pence, and given to the poor?  This he said, not that he cared for the poor; but because he was a thief, and had the bag, and bare what was put therein.  Then said Jesus, Let her alone: against the day of my burying hath she kept this.”
“Bethphage” was the adjacent village to Bethany. Jesus sends 2 of His Disciples to Bethphage on a mission.
19:30 – Jesus wanted to ride into Jerusalem on a donkey. This was UNUSUAL for Jesus. We always find Him WALKING … never riding an animal.
WHY A DONKEY? There weren’t many HORSES in that area. Only the rich and the nobility rode horses. Horses were associated with WAR. When the conquering King came into a city after a conquest, he would ride on a horse. BUT … when the King came into a city riding on a donkey, it was a symbol of PEACE.
WHY A WILD DONKEY? He specifically asked for a colt that had never been ridden before … not broken for riding. WHY? PERHAPS, it is to show the submission of an unbroken animal to the Master. Jesus could tame a wild animal … BUT … the stubborn hearts of the Jews would not be broken. They wouldn’t submit to Him in their hearts as their King.
19:31 – Jesus didn’t own a donkey … He had to borrow one. The only material goods that He owned and He left behind, were the clothes on His back. AND … the soldiers gambled for them when they crucified Him.
Jesus didn’t attach Himself to this world. We’re just pilgrims here … sojourners … passing through. We shouldn’t let the world have such a grasp on us … AND … we shouldn’t have such a grasp on this world … THAT … we have more treasure here than in Heaven. Corrie Ten Boom once said that the problem with grasping the things of this world too tightly, is that, when God has to pry our hands loose, it hurts!
19:32 – Jesus had apparently made arrangements with the owners of the donkey and the colt on a previous trip to Jerusalem. “The next time I’m in Jerusalem, I’ll need to borrow your donkey and colt I’ll send some men in to get them.”
19:33 – When they got to Bethphage, they saw the donkey & colt, just like Jesus said. The owners of the donkey & colt saw the 2 men untying the 2 animals, and, naturally, asked what they were doing. For all they knew, they were trying to steal the animals.