https://edition.cnn.com/2020/09/09/politics/why-trump-talked-to-woodward/index.html
Trump has two Achilles heels in politics and life. The first is that he cares so desperately about how people think of him and remember him that he is willing to do almost anything to impact his legacy. The second is that he believes far too much in his own ability to persuade. Woodward (and the book he has produced) cuts at both of the heels.
That obsession with perception has naturally lead Trump into forever hunting out ways to cement his legacy in office. Whether that's the almost farcical attempt to buy Greenland or his fascination with the possibility of his face being added to Mount Rushmore, Trump has shown a unbending focus on creating and preserving his legacy. (Trump thinks like a real estate developer; he goes big!)
In short: Woodward is writing the history of each president as it happens. He is the most recognizable and famous political journalist in the country. When Bob Woodward says he wants to write about you -- even if you are a billionaire businessman or the president of the United States -- you are flattered. And you see opportunity, because if you can convince Woodward that the coverage of you is unfair and biased and that you are really doing a great job, well, then, maybe history starts remembering you the way you want it to.
Which means that Trump was essentially poking at his own weakest spots with every single word he uttered to Woodward. And yet, he couldn't stop himself.
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