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The president is used to getting his way by bluster and intimidation, but the strategy that once worked for him is now working against him. Minutes after the Stormy Daniels interview on 60 Minutes, Team Trump fired off a heavy-breathing lawyer’s letter, bristling with phrases like “cease and desist” and “retract and apologize.” This is exactly the approach by which Donald Trump inadvertently made millions for Michael Wolff. Having so spectacularly backfired the first time, why do it again? The short answer is: Team Trump knows nothing else. Back when he was a private businessman, Trump learned how to use law as a weapon. The lesson he took from that is that if your pockets are deep enough—and your conscience dull enough—it doesn’t matter that you are wrong. The other party will go broke before you will lose. USA Today tallied the heavy-handed Trump litigation strategy back in June 2016. Over three decades, Trump fought 3,500 lawsuits—and faced 200 mechanic’s liens—mostly arising from disputes over unpaid bills. His strategy was to contest everything, and never quit: “The Trump teams financially overpower and outlast much smaller opponents, draining their resources. Some just give up the fight, or settle for less; some have ended up in bankruptcy or out of business altogether.”
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