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The rise of the political pundit happened thanks to 24-hour news on cable. No one needed this much analysis before, because the Big 3 focused more on reporting as a prestige product and didn't have as many hours to fill with filler.
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Hmm. Goobers like WF Buckley and Robert Novak were considered Very Serious People long before cable news. Seems like the NYC/DC cocktail party circuit and Ivy League secret societies also have a lot to answer for here.