So Great Uncle Charles started work at the University of Chicago library in 1960, same year Stanley Ann spent the summer in Chicago. How old were Uncle Charlie’s kids? Could she have been babysitting her cousins while the family settled in? Maybe she planned to stay on and go to school there, but got pregnant and had to leave town?
Maybe 0 was already a few months old on his purported August, 1961, birthdate.
Just keeping all possibilities on the table.
Did William Ayer’s parents live in Hyde Park in 1960?
Did they have been elementary age children during that time?
Maybe Ann was the Au Pair to William Ayers... when was he born?