Early Life
Cuppy was born in Auburn, Indiana. He was named "Will" in memory of an older brother of his father's who died of wounds he received as a Union officer at the Civil War Battle of Fort Donelson. Cuppy's father, Thomas Jefferson Cuppy (1844–1912), was at different times a grain dealer, a seller of farm implements and a lumber buyer for the Eel River branch of the Wabash Railroad. His mother, Frances Stahl Cuppy (1855–1927), was a seamstress and worked in a small shop located next to the family home in Auburn. Young Cuppy spent summers at a farm belonging to his grandmother, Sarah Collins Cuppy (1813–1900), on the banks of the Eel River near South Whitley, Indiana. He later said that this was where he acquired his early knowledge of the natural world which he satirized in his writings.
Cuppy graduated from Auburn High School in 1902 and went on to the University of Chicago, where he received a bachelor's degree in 1907. As an undergraduate, he belonged to Phi Gamma Delta, acted in amateur theater and worked as campus reporter for several Chicago newspapers, notably the Record Herald and the Daily News. He lingered at Chicago seven more years as a graduate student in English literature. He did not show much interest in his studies, but in 1910 produced his first book, Maroon Tales, a collection of short stories about university life. In 1914 he pulled together a short master's thesis, took his degree and left for New York.
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