I can't be certain, as that understated British wit is sometimes hard to parse, but I detect a bit of disdain, or even genuine animus at the man. Maybe you should watch and see what you think.
I don't think John Oliver likes Donald Drumpf, er, Trump very much
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"Something that gives the appearance of wealth, but is actually just a cheap tool."
I think maybe the fact Drumpf claims he's been asked to be on the show "4 or 5 times" and John says no one on his staff has ever asked or invited the blowhard might be a part of it, too.
But yeah, I don't always get British wit either so I could be wrong.
Its a pity you don’t get ‘Have I got News for you.” Ian Hislop loves to rip guesting politicos to shreds.