Annie, a former New York Times arts columnist turned mommy blogger, lives in a large Upper East Side apartment with her venture capital husband and three small children. Her son Sam is one of many exceptionally talented, emotionally intelligent, and most importantly, wealthy, 4 year olds vying for a coveted spot in kindergarten at Sawyer, the city’s most prestigious school - a quest which Annie, who grew up self-described “middle class” in New Jersey, initially seems to find silly, yet shortly becomes just as obsessed as her fellow moms “the Bartleby Babes”– an obsession that vacillates so wildly that her marriage, her few friendships, and career are pushed to uneasy heights.
Author Sophie Brickman grew up in wealthy in New York City, attended Hunter, Brearley, Trinity, and Harvard, and has three children; she clearly understands the mechanics of being a wealthy New York mother. What she doesn’t understand is how to write a character who grew up “middle class.” Annie is uncomfortable about her large apartment, employ of a nanny/housekeeper, and private school tuition bills, yet never acknowledges the privilege of being able to raise three children in one of the world’s most expensive cities, and worse, doesn’t seem to enjoy her privilege, ever. Forget appreciating being able to pay private school tuition; Annie doesn’t enjoy a free massage, a party, a free vacation to the Bahamas. She’s joyless, and also at times frighteningly unkind; dismissive of other moms, startlingly rude to her air-heady but well-intentioned employer. Annie thinks other mothers are vapid and silly, yet simultaneously forgets to pack Sam lunch, put him in real clothes, or prepare snacks for the entire class.
Ultimately, the story hinges on two almost equally preposterous storylines: first, that Annie’s advice column is so provocative that Annie’s become a sensation, and second, that her Son’s admission to his second-choice private school hinges on the admittance of Annie’s (inexplicable) mom-enemy’s son. The woman, certainly annoying but not unkind, becomes the ultimate target of Annie’s unkindness, and while theoretically is the villain of the novel, in fact summarizes Annie perfectly: “Since day one your superiority has been impossible to escape. It’s so tasteless, Annie, how you so obviously think you are better than all of us, than all of this. But you chose to send Sam to Bartleby, you chose to live in this world, you chose to come to this luncheon. No one forced you. You’re here: so behave.”
Ideally a line like this would be delivered by the protagonist to the villain in the story, not the other way around. With Annie as a narrator, this book simply lacks the fun escapism that makes stories about ridiculousness of the ultra-wealthy palatable.