For some, it is necessary to lose everything - to become impoverished to see God.
The knowledge of our own poverty brings us to the moral frontier where Jesus Christ works.
~ Oswald Chambers
When we are comfortable and happy with our lives there is the tendency to see little need of God. There is, usually some event that prompts us to turn to Jesus. Something that helps us to realize our need of Him.
Our own personal poverty is different from that of another's. Whatever it is that keeps me from seeing my need for God, that is what I must lose. It may be money, family, health, our job, our reputation - anything that is a source of selfish pride.
The "poverty" that Jesus speaks of is not monetary. It is the impoverished soul that is driven to his knees when the realization of futility occurs. It is when we cease to believe that we can do something about our sinfulness.
I will never see the Kingdom of Heaven unless I realize I could never be "good" enough to get there on my own. It is only by allowing Jesus to teach me and the power of His Holy Spirit to work in my life.