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Sears
Sears began as a mail-order watch business founded by Richard Sears in 1886, and its subsequent mail-order catalog, offering everything from clothing to entire mail-order houses, made it one of the most significant retail forces in American history for well over a century. Sears pioneered numerous major retail innovations, including the Craftsman and Kenmore private-label brands and, for a time, held the title of largest retailer in the United States, with its catalog serving as a genuine lifeline for rural Americans without easy access to city stores. The company's dramatic decline through the 2000s and 2010s, culminating in a 2018 bankruptcy filing, became one of the most widely studied cautionary tales of legacy retail failing to adapt to e-commerce and changing consumer habits, despite its historic dominance for most of the 20th century. Sears's combination of its historic mail-order catalog dominance and its dramatic, closely watched later decline has made it one of the most historically significant department store chains in American retail history.
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Macy's
Macy's traces its origins to a small dry goods store opened by Rowland Hussey Macy in New York City in 1858, and it grew into one of the largest and most iconic department store chains in the country, anchored by its flagship Herald Square store in Manhattan. Macy's has produced the Macy's Thanksgiving Day Parade since 1924, an annual event featuring giant character balloons that became one of the most widely watched televised holiday traditions in the United States, giving the company a level of cultural visibility far beyond ordinary retail advertising. The Herald Square flagship store was, for much of the 20th century, promoted as the "world's largest store," and Macy's broader chain became deeply embedded in American retail history, including its central role in the classic holiday film "Miracle on 34th Street." Macy's combination of its historic Herald Square flagship and its iconic Thanksgiving Day Parade has made it one of the most culturally significant department store chains in American history.
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