From 1895 to 1899 she attended Drake University, acting as literary editor for the college newspaper and publishing stories in
The Delphic. In 1896 she also served as the society editor for the
Davenport Weekly Outlook, in which she published her first short story, "Tom and Towser." Upon her graduation she was hired as a statehouse and legislative reporter for the
Des Moines Daily News and also wrote the "News Girl" column for that paper. While successful as a newspaper writer, she made a decisive move from journalism to freelance fiction writing in 1901. Thereafter she continued to publish frequently in various popular magazines and journals.
Glaspell briefly attended the University of Chicago in 1903 but curtailed graduate work to return to Davenport. There she led an active social life as a member of the elite Tuesday Club, a woman's association, and of the Monist Society, a socialist group through which she met the most important influence on her life, George Cram Cook, the well-born classics scholar who had by then resigned from university teaching to return to his family 's country estate. Even though Cook was engaged to the woman who became his second wife, he and Glaspell became involved and remained so throughout his second marriage.
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