Your side of the street is clear, his is not. Please try and stop second guessing your every move, this is counter productive.
He is not the right person for you, he has way too many unresolved issues, and will do nothing but drag you down.
As for the money, I don't think you have a polars chance in h#ll to collect any of it. I'd just write it off as a bad investment.
Again, he did you a favor, all he would have done is cost you more money and more emotional distress.
Guilt is self imposed emotion, and, does nothing but keep us stuck.
You are trying to over analyze everything, there are no answers when you are dealing with an addict.
I know that you hurting, and I am sorry, however, this guy does not deserve one more minute of your time.