This is the journey that leads to deep soul healing and any venture with that kind of promise is worth taking even if you just keep beginning it again and again. There will be breakthroughs. Celebrate the tiny as well as the great moments of clarity. You are worth the effort.
Become a detective and look deeply at the issues at hand and find what is really going on.
He should remember that though he is confident, he is the knight not the king. There is still more to be learned. If he is off track and losing focus he needs to realign his actions with his heart and his mind.