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An under-discussed aspect of Roberts' lawless, constitutionally illiterate ruling in Trump v. US is that it's perfectly in line with the reason Roberts was appointed by Bush in the first place: he's a true-believer in the Imperial Presidency, hand picked to rule for POTUS in the War on Terror cases.
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At the time, the biggest issue before the Court was "how much power does the President have to detain, torture, assassinate, etc.?" and Bush wanted a guy whose answer to that was "unlimited." John Roberts was that guy. Ditto Alito, though when he was nominated, "social issues" were more salient.
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roberts has been preparing for this case since he helped prepare the arguments for bush v. gore