He is very disconnected from his emotions and from loving relationships. He finds it easy to let go because he has very interpersonal skills and ability to bond. It is unclear why that is but it effects all of his connections with others.. He has loose associations that leads to tenuous relationships. This is going to have to be addressed in a safe setting if he is to ever have a deep connection when loss is evident. She/he will need to get him to feel more deeply and to feel loss. That is a difficult problem but not impossible. The key however is to get him to want to feel those things. He may not. If not then he won't get help. If he won't get help things won't change. Therefore the relationship won't change. Your last option is to see if losing you will give him motivation.
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Thank you - you have made me look at things differently. I have given him an ultimatum as I am exhausted through trying. The ball, bat, and baton is in his court. He says he wants to try and he is very sad and numb and crushed though he isn't doing anything to save it. I have said that if he sees it's worth salvaging then he has to show me, come up with a plan and fight too. I can't fight alone - half the party is no good. No more sorry's but action. I can't shout, scream, coax, cry, beg anymore. I have my dignity and health. At least now I will know that if he wants to try he will.