The Lord honors those who see themselves rightly. He promises to bless a man who lives in wise dependency before Him. As he looks to the Lord, God provides him with all he needs, and the world sees what a man with a correct opinion of himself is like.
I heard a great Christian leader say that the toughest part of conversations with others is always the last ten percent. You've covered a lot of ground in the first 90% of the conversation, but there is something that you really need to discuss with them. Getting to that last (and usually most vital and usually the hardest) part of the conversation takes some risk and a lot of courage. Good leaders have learned to push through to the final words.