Our training in the world teaches us to protect self, to defend it, to guard its rights, even to tastefully tout its accomplishments. God’s wisdom is entirely different. Jesus calls us to lose our lives and promises that when we lose them for him and for the Gospel, we will find them.
It is not hard to see how this fits with humility. The man who is dying to himself will not pridefully defend his sin. He will be grateful for those who help him see it; he will decide to confess it and expose it, being confident that this will lead to encouragement for all around him.