Books'n'Bytes

The Review

Pineapple Street

by Jenny Jackson

320 pages
Pineapple Street

Three women in the Stockton family — Brooklyn Heights heirs — navigate one calendar year of marriage, divorce, and the operational mechanics of inherited New York City wealth.

What's in this book

  • Jenny Jackson's 2023 debut — three Brooklyn Heights heirs of the Stockton family across one calendar year
  • New York Times bestseller; Reese Witherspoon Hello Sunshine Book Club selection
  • 320 pages of three-POV close-third-person construction across Darley, Sasha, and Georgiana
  • Author worked for two decades as a Knopf and Pantheon editor before turning to fiction
  • Bahni Turpin / Allyson Ryan / Emily Lawrence audiobook is the definitive audio production
  • For readers of Big Little Lies, Hello Beautiful, Tomorrow x3, and contemporary American literary commercial fiction

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Pineapple Street is Jenny Jackson's 2023 debut novel, the New York Times bestseller and the Reese Witherspoon Hello Sunshine Book Club selection that established Jackson for the contemporary American literary commercial audience. The structural premise is three women in the Stockton family — Brooklyn Heights heirs of the long-running Stockton real-estate family fortune — across one calendar year. Darley Stockton-Crane, the eldest daughter who signed a prenup that gave up her inheritance to marry her Korean-American husband Malcolm; Sasha Stockton-Crane, Darley's Brooklyn-Heights-non-heir sister-in-law who has been struggling with the broader Stockton-family wealth dynamic since marrying into the family; and Georgiana Stockton, the youngest Stockton daughter still living in the family townhouse on Pineapple Street, who has been having an affair with a married coworker at her non-profit. The novel runs across the year through close-third-person chapters that rotate the three women.

Jackson's structural method is the patient three-POV ensemble construction across the year, with the Brooklyn-Heights wealth-and-real-estate texture rendered in the kind of patient sociological-and-comic specificity that the contemporary American literary commercial market has not historically committed to at this level. The Sasha-and-her-Brooklyn-suburban-family subplot in the front half operates as the structural emotional engine; the Georgiana-and-the-married-coworker subplot in the back half carries the late-novel reveals. The novel reads in the patient comic-literary register Jackson refined as a Knopf and Pantheon editor across two decades before turning to her own fiction. The novel's structural argument (about contemporary American wealth, inheritance, and the operational mechanics of the contemporary New York City wealthy-family social system) is made through the texture of the Stockton family's daily-life chapters rather than through any direct argument.

Recommended for literary commercial readers, for fans of the Reese Witherspoon Hello Sunshine Book Club catalog, and as the right Jackson entry point. Compare to Big Little Lies, Hello Beautiful, Tomorrow x3, and contemporary American literary commercial wealth-and-family fiction. The Bahni Turpin / Allyson Ryan / Emily Lawrence audiobook is the definitive audio production. Four solid stars.

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