As a lifelong Chicagoan, how did Rahm manage to attend New Trier High School, it is not part of the CPS is it? It seems to quite distant from Chicago’s Albany Park.
There were a number of kids I knew from my time there whose parents specifically moved into the area so the kids could attend there. At that time the school was divided in into two parts, East and West. I think he was at New Trier West.
Emanuel grew up in the suburb of Wilmette, on Ramona Road, a VERY wealthy area. He probably had no connection to Chicago other than the household help lived there.
He had a condo in Highland park. Of course, he had it on long-term lease to a friend, but he didn't tell them about that.