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Among prewar automobiles, Lincoln stands out along with a handful of marques like Packard, Duesenberg, and Cadillac as having defined the early American luxury car scene.

One of Duesenberg Motors’ best customers was George Whittell Jr., a notorious San Francisco playboy who was heir to a fortune, ran with “questionable” women, raced his cars through city streets, and provided regular fodder for the tabloids. He was also an astute investor who sold $50 million in stock ...