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“You’re going to lose,” Rudy Giuliani told Michael Bloomberg before he ran for New York City mayor. It didn't stop him. But he appeared so stiff at his first news conference that a reporter had to tell him what to do. He never much improved as a candidate. nyti.ms/2Q7DHZa
He became mayor anyway. Today, Bloomberg's allies see his campaign for mayor as a proof of concept for his attempt at an unconventional course to the Democratic 2020 presidential nomination.

Here's what his 2001 campaign tells us about his run today: nyti.ms/2PUqyEh
This story is part of our Long Run series exploring the lives and careers of candidates in the 2020 presidential race, the turning points that led them to run, and what those moments say about the kinds of leaders they may be. See all of the articles here: nytimes.com/series/long-run
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