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The Winner: A Novel Hardcover – May 28, 2024
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A New York Times Book Review and Washington Post "Top-10 Thriller of the Year"
A New Yorker, Vogue, Esquire, Elle, and Bookshop.org "Best Book of the Year'
Conor O’Toole has never been anywhere like Cutters Neck, a gated community near Cape Cod. It’s a sweet deal for the summer: in exchange for tennis lessons, he receives free lodging in a luxurious guest cottage, far from the cramped Yonkers apartment he shares with his diabetic mother.
In this oceanfront paradise, however, new clients prove hard to come by, and Conor has bills to pay. When Catherine, a sharp-tongued divorcée, offers double his usual rate, he soon realizes she is expecting additional, off the court services for her money, and Conor tumbles into a secret erotic affair unlike anything he’s experienced before.
Despite his steamy flings with a woman twice his age, he simultaneously finds himself falling for an artsy, outspoken girl he meets on the beach. With cautious, strategic planning, Conor somehow manages this tangled web—until he makes one final, irreversible mistake.
A dark, explosive literary thriller that brilliantly skewers the elite, Whiting Award winner Teddy Wayne’s unputdownable novel is cinematic, shocking, and a psychological masterpiece.
- Print length320 pages
- LanguageEnglish
- PublisherHarper
- Publication dateMay 28, 2024
- Dimensions6 x 0.97 x 9 inches
- ISBN-100063353598
- ISBN-13978-0063353596
Book recommendations, author interviews, editors' picks, and more. Read it now.
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Editorial Reviews
Review
A Best Book of the Year: The New Yorker and Vogue —
A New York Times "Best Thriller of the Year" * An La Times "Book to Add to Your Reading List" * A Town & Country "Best Book to Read" * A New York Post "Books that are Absolute Must-Reads" * An Esquire Book Club selection * A Boston Globe "Book We're Most Excited to Read This Summer" * A Lit Hub "Most Anticipated Book" * An Inside Hook "Book You Should Be Reading" * A Tertulia "Best Crime Novel and Thriller" * A Washington Post "Best Thriller" —
“Seductive . . . consistently fun. . . . This is The Graduate with an advanced degree. Wayne’s plot was made to gallop, and it does not disappoint. I read The Winner in two nights. It’s not just the sex that’s provocative; it’s the way the reader is steadily pulled into Conor’s dilemma. . . . I’d judge Wayne on his easy access to the immoral and amoral, but given my own voracious consumption of this book, better to stay off my high horse.” — New York Times Book Review
“There’s a hint of Tom Ripley in the stylish, smart thriller [and] its inspired take on how money, sex and power can corrupt. . . . The Winner has a creepy Highsmithian placidity, coolly measured while depicting bad things being done and cannily covering up the evidence. . . . The Winner is among Wayne’s best, a savvy take on sex, money and power. . . . He can write a thoughtful novel about moral ambiguity and corruption that’s also a movie-ready page turner, with enough room for a sequel.” — Washington Post
“A terrific noir thriller. . . . Comparisons to The Graduate and The Talented Mr. Ripley are inevitable. But The Winner, which has some very canny things to say about class and privilege, owes its biggest debt to Theodore Dreiser. This is An American Tragedy diabolically turned on its head.” — Wall Street Journal
"Be prepared to fully lose yourself in The Winner—a book I started and then simply couldn't stop reading. Teddy Wayne has written a timely, topical novel that still somehow feels like a classic." — Liz Moore, New York Times bestselling author of Long Bright River
“An acid portrait of life in one of America’s privileged gated enclaves. . . . Class is a subject seldom addressed in contemporary American fiction. . . . Teddy Wayne’s latest makes a welcome contribution to the neglected subject." — Boston Globe
“The Winner is a harrowing romp through the bedrooms of the rich and entitled. Teddy Wayne takes us behind the gates of a super-exclusive community, an enclave of grotesque wealth where everyone gets what they want—with disastrous consequences. A gripping, provocative, and delightfully shocking novel." — Nathan Hill, New York Times bestselling author of Wellness
"A page-turning story of sex, power, and money." — Vogue
"A riveting novel about how to have the rich and eat them, too. Sexy, breathless, and brutal.” — Julia May Jonas, author of Vladimir
“A palm-sweating thrill ride” — Esquire
"The Winner is a lean, careening thrill of a book that kept me awake half the night and away from work the following day. Conor O'Toole's steady embroilment with the wealthy people he teaches tennis to is drawn with exquisite dread. Wayne has a genius for brief observations that reveal whole reams of truth about class, poverty and competition, while also never allowing the hideously compelling story to let up for a moment. Exhilarating, cutting, and funny, The Winner is already one of my favorite books of the year.” — Megan Nolan, internationally bestselling author of Acts of Desperation and Ordinary Human Failings
"Wayne has a pitch-perfect understanding of this tiny slice of American privilege, and also a sense of what might happen to a deeply admirable character whose strong moral code is severely tested by circumstance. I was reminded at various times of “The Great Gatsby,” “The Talented Mr. Ripley” and, in a different way, “The Graduate.” All those books filled me with unease. This one made me feel beside myself with anxiety." — Sarah Lyall for The New York Times
“[A] gripping high-stakes tale of dangerous liaisons, grand deception, and ruthless ambition…What started out as a sharp comedy of manners about the carefree lives of the careless rich becomes a fast-paced psychological drama with hidden depths and dark undercurrents…an exhilarating reading experience.” — Washington Examiner
“Page-turning...Wayne has packaged a literary examination of wealth and privilege as a summer thriller...The Winner delivers another scathing indictment of human nature, even if that means indicting ourselves." — Chicago Review of Books
“Readers will zoom through Wayne's…bitingly satirical literary thriller.” — Booklist
“A summer among the Massachusetts elite introduces a young law student to a life and temptations he hadn’t imagined...The novelist expertly inserts himself inside Conor’s psyche...A novel that puts a fresh twist on getting what you deserve.” — Kirkus Reviews
"Over the last decade and a half, Teddy Wayne has emerged as a writer willing to reckon with some of the biggest issues facing the nation." — InsideHook
“I read this book so fast my eyes started to burn.” — Hobart
"Conor O’Toole is a fascinating character...Teddy Wayne has created a real dark gem...The Winner serves, dinks, and backhands up a scathing satire, where entitlement and privilege get caught in its own playful, libidinous, and morally ambiguous net.” — Vol. 1 Brooklyn
“Propulsive, winning...The Winner’s pace never slackens…Wayne...writes on male alienation as well as any contemporary American novelist.” — The Mars Review
About the Author
Teddy Wayne is the author of seven novels and a winner of a Whiting Writers’ Award and an NEA Creative Writing Fellowship as well as a finalist for the Young Lions Fiction Award, PEN/Bingham Prize, and Dayton Literary Peace Prize. A frequent contributor to The New Yorker and a former columnist for the New York Times, he has taught at Columbia University and Washington University in St. Louis. He lives in Brooklyn with his family.
Product details
- Publisher : Harper (May 28, 2024)
- Language : English
- Hardcover : 320 pages
- ISBN-10 : 0063353598
- ISBN-13 : 978-0063353596
- Item Weight : 1.05 pounds
- Dimensions : 6 x 0.97 x 9 inches
- Best Sellers Rank: #53,732 in Books (See Top 100 in Books)
- #1,952 in Murder Thrillers
- #3,203 in Psychological Thrillers (Books)
- #4,948 in Literary Fiction (Books)
- Customer Reviews:
About the author

Teddy Wayne is the author of six novels, most recently "The Winner." A former columnist for the New York Times and a regular contributor to The New Yorker, he is the recipient of a Whiting Writers' Award and an NEA Creative Writing Fellowship. He lives in Brooklyn.
Customer reviews
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Learn more how customers reviews work on AmazonCustomers say
Customers find the book readable, with one describing it as a good summer read. However, the writing quality receives mixed feedback, with some praising it while others find it lame. Moreover, the story receives mixed reactions, with several customers finding the storyline trite and the ending ridiculous. Additionally, one customer notes the book is way too descriptive for their taste.
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Customers find the book engaging, with one mentioning it's a good summer read and another noting its sharp exploration of class dynamics.
"...It’s the summer of the pandemic, sweet, handsome, innocent Conor has come to Cutter Island, a WASP haven near Cape Cod where masks are optional..." Read more
"...It's so very rare and delightful to find myself staying up way too late to finish a novel that keeps me so interested until the last page. Wow...." Read more
"Kept my attention and flowed well" Read more
"Story begins with a nice easy going young man., who is likeable and easy to root for...." Read more
Customers have mixed opinions about the book's storyline, with several finding it trite and the ending ridiculous, while one customer describes it as one of the best stories they've read this year.
"...would be a chore to finish turned out to be one of the best stories I read this year. One of my favorite writers did it again." Read more
"...The ending was ridiculous but mercifully abrupt." Read more
"...dynamic was a little off putting at first, I found myself enjoying the story and even when I thought I had the ending figured out, it's definitely a..." Read more
"...in late 2020 in the midst of the Covid pandemic serves no real purpose to the plot, and I suspect its inclusion, along with nauseating messages..." Read more
Customers have mixed opinions about the writing quality of the book, with some finding it wonderful and an exceptional read, while others describe it as pretty lame.
"...It was not realistic and not enjoyable." Read more
"...Wow. Wonderful writing. I was literally there, cringing at Conor blowing up his life!" Read more
"This had to be one of the worst books I have ever read. Do not waste your time reading this garbage! The ending was awful! Horrible book." Read more
"...That kept me reading. Was shocked when it stopped. Not ended. Quit. Pretty lame." Read more
Customers have mixed reactions to the book's description, with some finding it too detailed, while others describe it as mind-numbingly idiotic and utterly implausible.
"...The thought process of the main character is mind numbingly idiotic. I thought I missed a chapter by how it ended...." Read more
"...The sex scenes in this book are WAY too many and WAY too descriptive for me ... not necessary...." Read more
"Utterly implausible, not fun to read..." Read more
Top reviews from the United States
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- Reviewed in the United States on June 11, 2024Dirty and dangerous. Titillating and intoxicating. Think of it as the summer vacation you’ll never want to go on, yet the book you won’t be able to put down.
It’s the summer of the pandemic, sweet, handsome, innocent Conor has come to Cutter Island, a WASP haven near Cape Cod where masks are optional except for the help, G&Ts are flowing, bored teens turn naughty, and divorced women are insatiable, free room and board, in exchange for tennis lessons, he just needs to find time to study for the bar and find a job. He ends up torn between two women and is hitting more than balls on the courts. Readers, prepare to find yourself in suspense as this thriller heats up in more ways than one.
- Reviewed in the United States on June 5, 2024The story starts off slowly and takes a while before it launches off like the rocket ship the book hints at every now and then. What I thought would be a chore to finish turned out to be one of the best stories I read this year.
One of my favorite writers did it again.
- Reviewed in the United States on December 17, 2024Five stars for the drama, zero for the dude.
Reading this novel was similar to watching a slow-motion train wreck orchestrated by a guy with the moral compass of a drunken seagull. Our "hero" is a discount Gatsby minus the charm, a law school grad who's never heard of the term "hubris."
He stumbles into a classic love triangle between Mom, a rich cougar funding and controlling his existence, and her daughter, the sweet, innocent one who deserves better. Instead of swords and shields, it's tennis racquets and trust funds. He juggles them with the grace of a toddler juggling chainsaws, and you just know it will end badly.
Wayne nails the satire, skewering the wealthy elite of Cutters Neck with surgical precision. Not that you care, really, because Conner's lack of agency and victim mentality is so distracting that you desperately want to reach through the pages to strangle him while screaming at him to make a choice or, better yet, develop a conscience.
This is a twisted, modern take on a Greek tragedy, complete with a chorus of judgmental rich people and a downfall that's both inevitable and cringeworthy. If you enjoy watching someone self-destruct with the subtlety of a fireworks factory explosion, "The Winner" is your book. Just be prepared to yell at the protagonist a lot.
- Reviewed in the United States on October 5, 2024I put this book down several times, but I kept picking it back up hoping it would somehow redeem itself. It didn't. Our young protagonist seemed to have such promise -- smart, hard-working, focused, an accomplished tennis player who worked his way through college and law school -- and yet he went SO far off the rails SO quickly. So many questionable decisions, and they all seemed so completely out of character. The sex scenes with the mom were bizarrely clinical, to the point that I thought they must have been AI-generated. The ending was ridiculous but mercifully abrupt.
- Reviewed in the United States on August 5, 2024I was honestly drawn to the book by it's title, and although the essential character dynamic was a little off putting at first, I found myself enjoying the story and even when I thought I had the ending figured out, it's definitely a bit of a twisty end where you get to the last page and say, "wait..." and need to rethink the story and then it all comes together. I am definitely going to read his other books.
- Reviewed in the United States on July 28, 2024here in the world have I been that I have never discovered this writer before?? It's so very rare and delightful to find myself staying up way too late to finish a novel that keeps me so interested until the last page. Wow. Wonderful writing. I was literally there, cringing at Conor blowing up his life!
- Reviewed in the United States on December 11, 2024The mildly enjoyable tale of Conor O'Toole - a working class kid from Yonkers. He recently graduated from a not-so-prestigious law school and is something of a tennis prodigy.
He gets the chance to spend a summer giving tennis lessons to the rich and WASPY.
Way too much gratuitous sex for my liking.
The way Conor devolves from a hard working, principled and sincere character into something much different, doesn't quite ring true.
- Reviewed in the United States on July 7, 2024Kept my attention and flowed well
Top reviews from other countries
- Alfie's PapiReviewed in the United Kingdom on December 10, 2024
2.0 out of 5 stars Ripley....without charm, wit, smarts, dress, panache....
The bottom (pun not intended) line is that the 3 main characters (can't use protagonists here) were all 2 dimensional & frankly charmless. Our Tennis Pro (but not) was simply gormless, wilfully cruel, egotistical. The 2 female characters - related - who romp around an imaginary gated 'community' in New England during CV19 are all WASPS with inherited wealth & add zero to the Twiggy-thin plotline.
To give anymore way now would spoil the inevitable murder plot (Wayne is apping Ripley - albeit failing - afterall)..... Quite how I managed to get to the end I'm not sure. Hype I suppose. Perhaps there was a 'killer' payoff. There wasn't....
(And for what's it's worth: the 'sex scenes' are facile at best and would make the short list for 'Literary Review’s Bad Sex in Fiction Award'
- WomanofthewealdReviewed in the United Kingdom on June 15, 2024
5.0 out of 5 stars Aced It!
Your summer read just came with. Preppies, tennis pros and is an absolute page turner! Perfect read if you love the houses from Nancy
Meyer movies, New England vacations and anything that involves gin and tonics as the sun goes down…