Shapiro sold the company in 1971 to clothier Vanity Fair Corp. “We had to convince the stores that we were in a style business rather than in house dresses,’’ he told The New York Times in a 1957 story about the company. He was a hard worker who built his company on simple cotton dresses that cost about $10 each. Shapiro would spend Mondays through Wednesdays in Manhattan and the rest of the week with the family in Newton, working at Kay Windsor’s New Bedford plant. After joining his father in the dress business, Mr. He and Ruth Gordon met on a blind date and married in 1939, at first living with her parents in Newton. Shapiro turned that business into what would later be known as Kay Windsor. He attended Boston University, but left during the Great Depression, his family said, to help his father’s coat manufacturing company. Shapiro was one of three children and the only son of Annie Skurnick and Aaron Shapiro.
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