The Greatest Books of All Time on Gambling

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This list represents a comprehensive and trusted collection of the greatest books. Developed through a specialized algorithm, it brings together 759 'best of' book lists to form a definitive guide to the world's most acclaimed books. For those interested in how these books are chosen, additional details can be found on the rankings page.

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  1. 26. Billy Phelan's Greatest Game by William Kennedy

    Billy Phelan's Greatest Game is a novel set in the 1930s, focusing on the life of a small-time hustler and poker player named Billy Phelan. When a local politician's son is kidnapped, Billy becomes embroiled in the case, despite his attempts to stay out of it. The story explores the themes of morality, corruption, and redemption as Billy navigates the seedy underbelly of Albany, New York, and is forced to confront his own past and make some tough decisions.

    The 17119th Greatest Book of All Time
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  2. 27. The Wonderful Story of Henry Sugar by Roald Dahl

    and Six More

    The book is a collection of seven short stories. The titular story revolves around a wealthy, idle man who discovers a set of yoga exercises that allow him to "see" through playing cards. After rigorous training, he uses this ability to win at casinos, donating his winnings to orphanages worldwide. The other stories include a tale about a man who can change his appearance at will, a bet about igniting a candle from a distance, a hitchhiker with a special thumb, a boy who discovers a turtle with 117 years, a story of a swan who saves a boy, and a tale about a woman who is obsessed with her two cats. These tales are filled with magical realism and surprising twists, showcasing the author's imaginative storytelling.

    The 17119th Greatest Book of All Time
    Purchase from Amazon
  3. 28. Last Call by Tim Powers

    In "Last Call," a gripping blend of historical fantasy and modern-day thriller, the story delves into the mystical underbelly of Las Vegas, where a professional gambler discovers that a high-stakes card game played with a Tarot deck has the power to reshuffle reality itself. The protagonist must navigate a world where magic and mobsters intertwine, facing off against a formidable adversary who seeks to use the arcane game to become the Fisher King and wield control over the fate of the Western world. As he struggles to understand the rules of this supernatural game and the powers at play, he must confront his own past and make perilous alliances to protect himself and those he loves from the consequences of this cosmic gamble.

    The 17119th Greatest Book of All Time
    Purchase from Amazon
  4. 29. Inside The Bar by George Whyte-Melville

    A Tale of the Turf and the Chase

    "Inside The Bar" is a maritime novel that delves into the lives of those connected to the sea, exploring themes of adventure, loyalty, and the human spirit. Set against the backdrop of the ocean, the story follows the experiences of sailors and the challenges they face, both from the natural world and within their personal lives. The narrative captures the essence of nautical life, weaving together tales of camaraderie, bravery, and the relentless quest for survival amidst the unpredictable forces of nature. The book offers a poignant look at the maritime culture of its time, highlighting the trials and tribulations of those who make their living on the waves.

    The 17119th Greatest Book of All Time
    Purchase from Amazon
  5. 30. Some Adventures Of Captain Simon Suggs by Johnson Jones Hooper

    Late of the Tallapoosa Volunteers; Together with 'Taking the Census' and Other Alabama Sketches

    "Some Adventures of Captain Simon Suggs" is a collection of humorous and satirical stories centered around the titular character, Captain Simon Suggs, a crafty and unscrupulous rogue living in the antebellum South. The narrative follows Suggs' various escapades as he manipulates, deceives, and maneuvers his way through life, exploiting the weaknesses of others for his gain. The book, filled with irony and sharp wit, offers a critical look at human nature and society, exposing the moral ambiguities and ethical dilemmas of the time. Through its vivid portrayal of a deeply flawed yet cunning protagonist, the work provides insightful commentary on the complexities of morality and the human condition.

    The 17119th Greatest Book of All Time
    Purchase from Amazon
  6. 31. Confessions Of A Gambler by Rayda Jacobs

    The book tells the story of a devout Muslim woman named Abeeda, who becomes entangled in the world of gambling, leading to a tumultuous journey of addiction and self-destruction. As she grapples with her faith and the consequences of her actions, Abeeda's life spirals out of control, affecting her relationships with her family and community. The narrative explores themes of temptation, guilt, and redemption, offering a poignant look at the struggles of maintaining one's identity and values amidst personal turmoil.

    The 17119th Greatest Book of All Time
    Purchase from Amazon
  7. 32. Come In Spinner by Dymphna Cusack, Florence James

    Set in post-World War II Sydney, this compelling narrative delves into the lives of three women navigating the challenges of love, friendship, and societal expectations. Against the backdrop of a bustling city recovering from the war's aftermath, these women work at a beauty salon in a luxury hotel, where they encounter a diverse array of characters. As they grapple with personal dilemmas and the shifting dynamics of their relationships, the story explores themes of resilience, ambition, and the pursuit of happiness in a rapidly changing world.

    The 17119th Greatest Book of All Time
    Purchase from Amazon
  8. 33. Blood Horses by John Jeremiah Sullivan

    An immersive blend of reportage, memoir, and cultural history that follows thoroughbred horses and the people who breed, train, and race them, tracing bloodlines, racetracks, and the everyday labor behind the spectacle; intimate portraits of jockeys, trainers, and owners are woven with meditations on obsession, gambling, beauty, and the often brutal realities of an industry that elevates animals to mythic status while exposing its moral contradictions.

    The 17119th Greatest Book of All Time
    Purchase from Bookshop.org

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