Just as license plate readers and cameras had eliminated the hassle of tollbooths, new technology was emerging that could make paying for parking just as seamless. Don Shoup had proposed the idea in a Times op-ed in 2018, noting that the city’s three million on-street spaces were 97 percent free and covered 6 percent of New York’s land mass. Seventeen square miles of land. Thirteen Central Parks. Pricing just half those spaces at $5.50 a day, Shoup calculated, would raise an astounding $3 billion a year, enough to bond a new subway line. The $5.50 number was not incidental—that was the cost of
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