While the majority of Sunday’s Last Week Tonight devoted itself to the country’s opioid crisis, host John Oliver also spent some time discussing everyone’s favorite soon-to-be-out-of-date subject: Donald Trump. The comedian specifically criticized the Republican nominee’s performance (or lack thereof) at the annual Al Smith Charity Dinner in New York on Thursday, where he and rival Hillary Clinton met each other one final time before November’s general election. Needless to say, Trump’s attempts at humor didn’t go over so well.
“The crazy thing is, of all the negative things you could, should and are morally obligated to say about Trump, being un-entertaining is not one of them. He’s a born showman, and that room couldn’t have given him more of a home field advantage,” said Oliver. “This wasn’t a town hall or a debate. It was a $3,000-a-plate fundraising gala at a moth-eaten Manhattan hotel organized by the Catholic Church, a real estate-owning, male-dominated, sex scandal-plagued organization.”
Why did Trump do such a horrible job at the Al Smith Charity Dinner? According to Oliver, he’s incapable of self-deprecation, a comedic requirement of the kind of roasting that headlines the event’s festivities. This is especially concerning since Trump famously refused to say whether or not he’d concede to Clinton should he lose on November 8th.
“He is medically incapable of accepting that he is a loser,” Oliver explained. “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. And I think I might have the answer here, because I have a proposition for Donald Trump. Let’s bet on the outcome of this election.” Oliver the offered to bet for Trump’s victory while suggesting the candidate do the opposite. And the object of the bet? Oliver’s Emmy Award.