
From Elvis to Sinatra, Jerry Weintraub's memoir reveals how a street-smart kid became entertainment's ultimate dealmaker. With 4.13/5 stars on Goodreads, this persuasive storyteller's guide to persistence has Ryan Holiday asking: what could you achieve if you simply refused to quit?
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A worthless sapphire became the most talked-about gem in America. How? Jerry Weintraub's father, Samuel, a jewelry salesman from the Bronx, gave it an exotic name-"The Star of Ardaban"-displayed it behind armed guards, generated press coverage, and eventually donated it to the Smithsonian. The publicity helped him sell his entire jewelry collection to merchants nationwide. Young Jerry watched this masterclass in creating value from nothing, learning that perception shapes reality and that every product needs a story. This wasn't deception-it was showmanship. When his father refused to buy him a coveted red James Dean jacket, insisting he earn it himself, fourteen-year-old Jerry launched a delivery business, managing a team handling everything from dry cleaning to groceries. Later, stationed in Alaska during his Air Force service, he recognized opportunity in the isolation of soldiers near the Soviet border. Working at Sachs Men's Shop, he created a beach-themed window display selling vacation packages to cold, lonely servicemen-plane tickets, hotels, beach gear, "everything but the girl." This ability to sell dreams, not just products, would define his entire career.