The Winner A Novel

The Winner A Novel by Teddy Wayne, published by HarperCollins Publishers on June 3, 2025, is a 320-page work that explores the complexities of desire and ambition. The story follows Conor O’Toole, who finds himself in the upscale gated community of Cutters Neck, where he trades tennis lessons for summer lodging. As he navigates this seemingly idyllic setting, he encounters unexpected challenges that lead him into a web of erotic entanglements and personal dilemmas.
Readers will discover a narrative that intertwines humor and dark themes, as Conor juggles his relationships with a sharp-tongued divorcée and an artsy girl he meets on the beach. The novel delves into the intricacies of his experiences, revealing the pressures of maintaining appearances and the consequences of his choices. With elements of mystery and suspense, this literary thriller offers a critical look at elite society while engaging with themes of self-discovery and the complexities of human connection.
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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.
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