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A $50 bet led to the first American coast-to-coast road trip, a journey that cost the driver $260K in today's money.

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In 1903, Dr. Horatio Jackson took a $50 wager that he could drive from San Francisco to New York.
Soon after, Jackson and his mechanic set out on the cross-country voyage without a map.
The duo arrived in New York 63 days later.
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