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Pineapple Street
Cover of Pineapple Street
Pineapple Street
A GMA Book Club Pick (A Novel)
A New York Times bestseller | A Good Morning America Book Club Pick
Chosen as a best book of the year by The New York Times | Time | NPR | USA Today | Elle | Harper’s Bazaar | Town & Country | Vogue | BBC | POPSUGAR | Goodreads | theSkimm


“The season’s first beach read, a delicious romp of a debut featuring family crises galore.”— The New York Times

“A delicious new Gilded Age family drama… a guilty pleasure that also feels like a sociological text.” —Vogue
A deliciously funny, sharply observed debut of family, love, and class, this zeitgeisty novel follows three women in one wealthy Brooklyn clan

Darley, the eldest daughter in the well-connected old money Stockton family, followed her heart, trading her job and her inheritance for motherhood but giving up far too much in the process; Sasha, a middle-class New England girl, has married into the Brooklyn Heights family, and finds herself cast as the arriviste outsider; and Georgiana, the baby of the family, has fallen in love with someone she can’t have, and must decide what kind of person she wants to be. 
Rife with the indulgent pleasures of life among New York’s one-percenters, Pineapple Street is a smart, escapist novel that sparkles with wit. Full of recognizable, loveable—if fallible—characters, it’s about the peculiar unknowability of someone else’s family, the miles between the haves and have-nots, and the insanity of first love—all wrapped in a story that is a sheer delight.
A New York Times bestseller | A Good Morning America Book Club Pick
Chosen as a best book of the year by The New York Times | Time | NPR | USA Today | Elle | Harper’s Bazaar | Town & Country | Vogue | BBC | POPSUGAR | Goodreads | theSkimm


“The season’s first beach read, a delicious romp of a debut featuring family crises galore.”— The New York Times

“A delicious new Gilded Age family drama… a guilty pleasure that also feels like a sociological text.” —Vogue
A deliciously funny, sharply observed debut of family, love, and class, this zeitgeisty novel follows three women in one wealthy Brooklyn clan

Darley, the eldest daughter in the well-connected old money Stockton family, followed her heart, trading her job and her inheritance for motherhood but giving up far too much in the process; Sasha, a middle-class New England girl, has married into the Brooklyn Heights family, and finds herself cast as the arriviste outsider; and Georgiana, the baby of the family, has fallen in love with someone she can’t have, and must decide what kind of person she wants to be. 
Rife with the indulgent pleasures of life among New York’s one-percenters, Pineapple Street is a smart, escapist novel that sparkles with wit. Full of recognizable, loveable—if fallible—characters, it’s about the peculiar unknowability of someone else’s family, the miles between the haves and have-nots, and the insanity of first love—all wrapped in a story that is a sheer delight.
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  • From the cover Prelude

    Curtis McCoy was early for his ten o’clock meeting so he carried his coffee to a table by the window, where he could feel the watery April sun. It was a Saturday, Joe Coffee was crowded, and Brooklyn Heights was alive, women in running tights pushing strollers along Hicks Street, dog walkers congregating at the benches on Pineapple Street, families dashing to soccer games, swimming lessons, birthday parties down at Jane’s Carousel.

    At the next table, a mother sat with her two adult daughters, drinking from blue-and-white paper cups, peering at the same phone.

    “Oh, here’s one! This guy’s profile says he likes running, making his own kimchi, and ‘dismantling capitalism.’”

    Curtis tried not to listen but couldn’t help himself.

    “Darley, he’s twice my age. No. Do you even understand how the app works?”

    The name Darley rang a bell, but Curtis couldn’t quite place her. Brooklyn Heights was a small neighborhood, she was probably just someone he’d seen in line ordering sandwiches at Lassen, or someone he’d crossed paths with at the gym on Clark Street.

    “Fine, fine. Okay, this guy says, ‘Cis male vegan seeks fellow steward of the Earth. Never eat anything with a face. Except the rich.’” “You can’t date a vegan. The footwear is ghastly!” the mother interrupted. “Give me that phone! Hmm. The whiffy here is terrible.”

    “Mom, it’s pronounced ‘wai-fai.’”

    Curtis risked a quick peek at the table. The three women were dressed in tennis whites, the mother a blonde with gold earrings and a notable array of rings on her fingers, the daughters both brunette, one lanky with straight hair cut to her shoulders, the other softer, with long wavy hair loosely tied in a knot. Curtis ducked his head back down and broke off a crumbly bite of poppyseed scone.

    “‘Bi and nonmonogamous looking for a Commie Mommy to help me smash the patriarchy. Hit me up to go dancing!’ Am I having a stroke?” the older woman murmured. “I don’t understand a word of this.”

    Curtis fought back a snicker.

    “Mom, give me the phone.” The wavy-haired daughter snatched back the iPhone and tossed it in her bag.

    With a start Curtis realized he knew her. It was Georgiana Stockton; she had been in his high school class at Henry Street ten years ago. He contemplated saying hello, but then it would be obvious he’d overheard their entire conversation.

    “In my day, things were so much simpler,” Georgiana’s mother tutted. “You just went out with your deb ball escort or maybe your brother’s roommate from Princeton.”

    “Right, Mom, but people my generation aren’t giant elitist snobs,” Georgiana said and rolled her eyes.

    Curtis smiled to himself. He could imagine having the same exact conversation with his own mother, trying to explain why he wasn’t going to marry her friend’s daughter just because they owned adjoining properties on Martha’s Vineyard. As Curtis watched Georgiana out of the corner of his eye, she suddenly jumped up from her chair.

    “Oh, no! I left my Cartier bracelet in Lena’s BMW and she’s leaving soon for her grandmother’s house in Southampton!”

    Georgiana tossed her bag over her shoulder, grabbed her tennis racket off the floor, planted quick kisses on both her mother and sister, and clattered past Curtis to the door. As she swept by, her tennis racket banged...
Reviews-
  • Publisher's Weekly

    January 9, 2023
    Jackson’s clever if tepid debut chronicles the struggles of three women born or married into an old-monied New York City family. Cord Stockton, the family’s middle child, marries Sasha, and the couple takes over the family’s Brooklyn Heights house. Sasha, who comes from a middle-class Rhode Island family, is referred to as “the GD” (gold digger) by Cord’s sisters. Darley Stockton, the oldest, gives up her banking career to be a full-time mom. Georgiana, the youngest, is mainly a directionless party girl with a gig at a nonprofit, where she’s sleeping with her married boss. Tensions come to a head as Darley’s and Georgiana’s fortunes shift and Sasha decides to beat it for Rhode Island. Unfortunately, most of the characters aside from Sasha are underdeveloped (Stockton matriarch Tilda delivers predictably cartoonish lines, like “Sasha, would you like to tell us what it was like growing up poor?”), though Jackson shines in her incisive observations about the ravages of contemporary real estate developments (at the former Hotel St. George, “ghosts of the original remained, the green balconies that once overlooked the swimming pool... now home to a series of elliptical machines where old people and college students climbed to nowhere”). Despite the dusty feeling, this has its moments. Agent: Brettne Bloom, Book Group.

  • Library Journal

    Starred review from June 1, 2023

    Jackson's debut provides an intimate window into the lives of the uber-wealthy Stockton family and their refined Brooklyn Heights's neighborhood whose streets are named after fruits. Narrator Marin Ireland gives voice to three of the Stockton women--Sasha, an outsider from Rhode Island who has married eldest son Cord and is referred to as the "Gold Digger" by Cord's casually catty sisters; eldest sister Darley, a mother of two and wife to Malcolm, a Korean American aviation-industry analyst; and youngest sister Georgiana, who is single but involved in a potentially explosive workplace relationship. With chameleon-like skill, Ireland reveals the nuances of each woman's personality, capturing Georgiana's cautious forays into independence, Darley's distress when Malcolm loses his job, and Sasha's struggles to be accepted by the impossibly snooty Stocktons. The Stocktons are a hard group to like--self-centered, exasperatingly out of touch, and consumed with the entitled minutiae of their everyday lives. Ireland allows their excess to show but deftly hints at the sorrow, insecurity, and deep love beneath their shiny facades. VERDICT While the Stocktons' shenanigans may have some rolling their eyes, listeners will likely be captivated by this expertly narrated and often surprising tale. Perfect for fans of Cynthia D'Aprix Sweeney's The Nest.--Sarah Hashimoto

    Copyright 2023 Library Journal, LLC Used with permission.

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Pineapple Street
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A GMA Book Club Pick (A Novel)
Jenny Jackson
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