“Blessed are the poor in spirit, for theirs is the kingdom of heaven. Blessed are those who mourn, for they will be comforted.” Matthew 5.
Jesus starts off the sermon on the mount with these two poignant statements. The heart of their message is communicated throughout his life and ministry. Yet, we painstakingly avoid our own poverty and mourning. We want to get to that blessedness without all the painfulness. Many times, faith will even be used as a method for trying to remedy or dodge our personal poverty and mourning.
One of the most endlessly relevant messages found in Jesus' life and death is that we don't have to be afraid of sorrow, poverty, or grief. Most of the chaos in life is found in our trying to escape just being sad. Just being hurt. Just feeling the lack of something we are wanting. He shows us that there's nothing to fear. We can feel sad, mournful, and poor. There's nothing to be afraid of.
If I'm more concerned with Love than I am with comfort, ease, safety, freedom, or wealth, I will find there is an abundance of comfort, ease, safety, freedom, and wealth in an Abiding Love.
1 John 4:18 helps explain this psychological feat of Jesus' in a real way, "Love will never invoke fear. Perfect love expels fear." It doesn't say that Love will never invoke sadness or pain or loss, but it will expel the fear of those things.