Fitzgerald cleverly uses the characterization of Dexter Green to illustrate the conflictions between his self-motivation and genuine intentions in attaining the American Dream, and his superficiality that results. Dexter’s middle-class background is no coincidence. The narrator first introduces Dexter Green as a fourteen-year old caddy at the Sherry Island Golf Club, and the son of a successful grocer in Black Bear, Minnesota. Some caddies at the golf club are “poor as sin,” working hard to support their destitute lives, whereas ...
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...onsequently results from the relentless quest of the so desired American Dream. In the end, wealth and status take the place of genuine and authentic connections with people, diminishing the likelihood of true pleasure and self-fulfillment. As a result, Dexter is forced to accept that money does not buy happiness, regardless of his vigorous efforts and hard work in obtaining such success. Similar to Dexter Green, Fitzgerald is remembered as a self-made man, eager to rise above his hereditary placement in life. Reflective of his personal life, Fitzgerald's conflicted characters are a true representation of modernist's shallow nature, making his work definitive of the social history of the Jazz Age.
Fitzgerald, F. Scott. “Winter Dreams.” Introduction to Literature: Pearson Custom Library. New
York: Pearson Custom Publishing, 2011. 135-153. Print.
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