Writer Tillie Olsen died in 2007, at age 94. During her life, she worked at many jobs—as a union organizer, waitress, hotel maid, and factory worker, among others—and, with her husband, raised four daughters. That didn’t leave a lot of time to write. But once Olsen got to it, publishing her first story at the age of 43—she made a name for herself, writing elliptical, realist short stories and often angry essays taking on the plight of working people, social injustice, and the many ways that creativity is stifled.

Several years before she died, Olsen recruited her grandson Jesse Olsen Bay to help her move out of her San...

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