"The Last Week Tonight" host made the offer in the form of a bet. First, Oliver noted the most revealing moment in last Wednesday’s debate came when Hillary Clinton mentioned that time Trump, after failing to win an Emmy for his "The Apprentice" franchise three years running, started tweeting that the Emmy awards were rigged. “I should have gotten it,” Trump muttered on the debate stage of his Emmy snub.
“Of course he wants an Emmy! It’s a woman, it’s gold, and its proportionate to his tiny hands,” Oliver snarked. “It’s basically Trump’s ideal mate."
“Here’s the problem. It increasingly seems like, if Donald Trump loses, we are not going to get the concession speech that the country badly needs, because he is medically incapable of accepting that he is a loser,” Oliver said. “So we need to find a way for him to give a concession speech, while he’s still able to claim that he won something.”
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“And I think I might have the answer here. Because I have a proposition for Donald Trump,” Oliver continued.
“Let’s bet on the outcome of this election. I will take the side that you win,” Oliver said, now addressing the GOP candidate in absentia. “I will take the side that you win. You will take the side that you lose. That way, if you lose, you still win and, as for the stakes in the bet, I have something that I know you want!”
Oliver grabbed the Emmy he won last month, when the TV Academy named his HBO late night show the best variety talk series. “You don’t even have to take her furniture shopping,” Oliver taunted, holding up the statuette for Trump to get a good look at. “Take the bet, Donald. Take the f--king bet!”