Hi Kristie Joanne,
I am not picking up anything bad from his grandfather's black magic days. I also do not feel his grandfather's black magic days has anything to do with him personally. I also do not feel it had anything to do with his Nana's death. What I am picking up is that he is very unsure of himself and what track his life should be going in. He does not trust many people at all, however he has alot of love and alot to give to others. I feel he should concentrate on where his life is going and what he wants to do with it. That may be why he feels something is wrong, because he can not figure this out. However it has nothing to do with his grandfather is what  I am getting. Once he is on track he will feel much more sure of himself.  I am picking up something to do with him and music? I am not quite sure what it is but I feel he likes to sing.
Hope this helps.

I also pick up that he only lets a few select people know his real self. Is he a comedian? ( maybe not professionally but likes to joke around alot and maybe a few pranks now and then?) I do pick up he also likes to make people laugh.