Sigh, complex he is no different from all of us. Our experiences mold us, shape us or misshape us however inside each of us is the need for love, understanding, acceptance and fellowship.
Loosing what loved ones???? Mother, father, sister, brother, dear friend???? There is a scale made-up showing the pressure put upon us when we loose people or positions or things in our lives. It is pretty true to form. Top on the list, loosing mother, father, wife, husband, child. Then comes job, health etc. etc. etc. It is difficult to walk in the shoes of another but it is far from difficult to listen, not only with your ears but with your heart when someone is opening up to you. It is not about us. We can never love or be loved if everything of importance is about us.
Appears he is lacking some form of communication with you on a deeper level and my dear I am not certain you are capable of obtaining that insight and respect of another's pain.
Perhaps it is best you go your way, you are more concerned with your ring than his pain. Forgive me if I have overstepped my bounds into your feelings. However you do not seem well suited for one another.
You need to grow emotionally and Spiritually as do we all.