Being “poor in spirit”, as Jesus talks about in Matthew 5:3, is about realizing that we are bankrupt without God. When we deny the illusion that we are the masters of our own fates and confess our brokenness to God, the good news is that God is near to the brokenhearted, and where God is, there is the kingdom of heaven.
Wealth acts as a protective barrier between the wealthy man and the difficulties of life. On the other hand, poverty puts a poor man in difficult situations without any kind of protective barrier. In order to survive, the poor man often has to resort to solutions that have regrettable lasting effects that keep the poor man poor.