To understand what caused the breakdown of this family, Gordon would have to gain access to the monied, exceedingly private sphere of Manhattan's Upper East Side. She knew better than most how difficult that would be. The previous year, she'd tried to write a magazine article about Mrs. Astor, only to be thwarted by Anthony Marshall (his mother's "gatekeeper," explains Gordon). This time, she decided, her battering ram would be etiquette. "There's an old-fashioned nature to this world," says Gordon. "For the first time in my career, instead of calling people, I wrote to them—because that's what they do. I sent elaborate, detailed letters, explaining who I was and what I wanted—letters of introduction." After every interview, Gordon sent a thank-you note.
When her correspondents rebuffed her overtures, she wrote more letters…and then she went to her closet, pulled out her best outfits, and hit the charity circuit of luncheons and galas. "Brooke Astor had gone out nearly every single night of her life," Gordon says. "She still dressed for dinner when she was 103 years old—putting on makeup, putting on her wig, and carrying her purse to dinner because that is what a lady does. I was like Columbo infiltrating the Upper East Side, except that instead of the raincoat, I had the pantsuit."