Jay isn't that complicated or even weird. He's trying to meet Yoohan in ways that he would understand.
Did you not take my call because you preferred to die? Do I mean nothing to you? If your guilt is so strong to die then I'll tie you to me and you can live that way.
He cares about Yoohan and you don't just get over trauma in a day, a week or a month. Definitely not without help either. If Yoohan can't choose to live for himself then Jay will create a burden he can't avoid.
He's unorthodox for sure but Yoohan isn't playing with a full deck either.
I mean Taehyuk is in part rich because of Hyoun so it's really ~their~ money.