William Hart is the father that Ray has always feared and resented. Hart is a wealthy CEO of a Boston bank and a member of The Mayflower Club. As long as Ray has known his father, the man has always been driven by success and had little patience and understanding for anything else. Despite his alcoholism, William Hart is driven to succeed, and he tries to impart that same ambition to his sons. Whereas Ray would classify his father as cold and uncaring, Mr. Hart himself would say he is merely a realist.