“Tell me,” Kurt Vonnegut asks Jane Marie Cox, his future wife, “would you enjoy living with me, sleeping with me, leading a carnival life?”

I had always dreamed of a job that engaged in some aspect of the business of books. Although I was writing novels and taking on freelance work—for a time I became the queen of the 800-word feature story for a couple of international newspapers, accepting any assignment that came along, from writing about children’s birthday parties to the black market economy in India—I had not had a steady paycheck since my twenties.

There are the rich and there are the very rich, and while the very rich exhibit varied demographic characteristics, the family at the center of Jenny Jackson’s sparkling debut novel, “Pineapple Street,” is of a highly specific sort: the pedigreed, never-touch-the-trust-fund-principal, tennis-playing, old-money-Brooklyn WASP.