Most people know the story of Jesus and the Rich Young Man. He asks Jesus, the "good teacher," what he must do to inherit eternal life. Jesus reminds him that no one is good but God, and that God wants us to keep the commandments. The man seems to believe that he has fully kept God's commands since childhood. He must think that he's good, even though only God is good.
Maybe Jesus wanted the man to take the time to organize the sale of his worldly goods. He would have to arrange for his rich friends to come and buy his possessions. In planning the process, he would learn about human nature and the corrupting power of wealth.
Maybe Jesus wanted the man to witness the contrast between the rich who purchased the items and the poor to whom he gave the money.
Maybe Jesus wanted him to witness the surprise and joy of the poor who received the money. Maybe Jesus wanted him to put a face to "the poor." He would have to meet and make friends with the needy.
Following Jesus is not easy. There is a lot that gets in the way. Whoever we are, Jesus wants us to give up everything and follow him. When we let go of our possessions, they let go of us.