I definitely believe this is crimes of hatred and rage toward women in general.
I am not sure it is only who he classifies as 'well to do' women. He seems to strike by opportunity rather than selecting his victims without having any knowledge of who they really were.
He is a blamer imo. He blames all of his woes on females in general. It is the way he narcissistically thinks. But I really believe it could have been any female he saw alone the night he took Hannah. At that time he wouldn't even know if she was well to do or not. He targets victims that are alone and vulnerable imo.
That is why I would like to know if this started happening even before the first college rape? I am sure he thought he was entitled to have his way with all females even back in high school. It is obvious his trigger dates for violence are in September or October. So some event in his life makes him want to do these horrific acts during those specific times that invokes rage and hatred against all females.
Does anyone know his favorite places to go back during high school? I know he was a good wrestler back then. Do they go to summer training camps in rural areas for training I wonder?
I think they not only need to interview students that went to college with him but go back and talk to the high school students as well to see where his favorite spots were even back then. I have never felt he just started raping in 2002.
IMO
The well to do was only in reference to the farm MH was found on. You are right. He would have no way of knowing the income level of stranger women.
I don't think there is enough info to know if he put victims on the property of the well to do as a way to diss them.
Just a theory like people are going with the cemetary or religious theory.