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President Trump is facing much more criticism from legacy media than Obama and Reagan did, but there are three reasons for that. The top reason is that Trump did not win a plurality of votes but both Reagan and Obama did, and people in legacy media cities feel especially disenfranchised by the Democratic loss this time around. But an important second reason is that Reagan also was perceived to have resolved a crisis (the Iranian hostage crisis) the moment he came into office, and Obama faced an enormous crisis walking into the door, the financial crisis. But Trump comes to office in the middle of economic stability and as legacy media are rapidly declining in importance.
The final factor is certainly the Trump style of leading by counter punching. Media and even seasoned Democrats love to mock but are not used to anyone hitting back. It will take a while for them to realize how ineffective they are: when you’re a developer, you have been pummeled by media all your career, and you have found less-obvious ways to make media work for you too. Those less-obvious ways have been the key to Trump’s success, and I’m sure he’ll only continue to exploit them.
Follow Joseph on Twitter @JFMailander