He feels something for you he's just 99% fixated on how miserable he feels.. addicts do this all teh time.. They concentrate their mind on one thing and they convince themselves tehy don't have any other emotions...
They are ignoring their emotions is all...
I wouldn't take it personally.. when people get miserable they just can't think straight and they let it take them over.
I would just start managing finances so he can see where everything's going and he can't point fingers.. its a good habit to start doing anyways... Despite how irritating the motivator.
