How to hold your wealth

In the bible Jesus had a abit of knowing exactly how to get the crux of a matter very quickly. When he met the rich young ruler he made the following statements.
Matthew 19 : 21 Jesus said to him, "If you want to be perfect, go and sell all you have and give the money to the poor, and you will have riches in heaven; then come and follow me."

Mark 10 :21 Jesus looked straight at him with love and said, "You need only one thing. Go and sell all you have and give the money to the poor, and you will have riches in heaven; then come and follow me."

Luke 18 :22 When Jesus heard this, he said to him, "There is still one more thing you need to do. Sell all you have and give the money to the poor, and you will have riches in heaven; then come and follow me."

Jesus never questioned whether the man had done all the things that he claimed that he had. He went straight for the jugular which was how the man held his wealth.
Was it his form of security? Was he looking to his own earning capability and riches to sustain him in life? Could he give up everything of value to obtain something of even higher eternal value?

What would happen if God asked me to give all I had to the poor?

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