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Trump has always handled the presidency with humor, and the hand-wringing over a single joke proves the press corps cannot take what it dishes out. Fundamentally, the idea of a fight promoter at the podium lands precisely because the briefing room has become a stage for theater, not journalism. If reporters can't appreciate that, that's their problem.
This is yet another episode in the farce that is Trump's presidency. Joking about stacking the briefing room with fighters to rough up reporters shows both how little the office is respected and Trump's appetite for intimidating the free press. This unseriousness characterizes the administration and was soundly rejected at the midterms.