Continue to listen and observe his body language. He's a very confused and unhappy man. He does need to find the answers for himself and the only way to do that is to let him go, physically, emotionally and mentally.
As for the ow, well, she's nothing but a band aid for his pain right now. She's showing some of her true colors and it won't be long before all will be exposed.
Hang in there.
Sit quietly, the answers will reveal themselves when you least expect them to. The past is gone, the present is a gift and you need to focus on today, allow the future to reveal itself when it is ready.