• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
Leadership

HBO’s John Oliver Taunts Donald Trump With an Election Day Bet

By
Tom Huddleston Jr.
Tom Huddleston Jr.
Down Arrow Button Icon
By
Tom Huddleston Jr.
Tom Huddleston Jr.
Down Arrow Button Icon
October 24, 2016, 11:04 AM ET

Legal experts and politicians, both liberals and conservatives, have been sounding the alarm about Donald Trump’s refusal to say he’d accept the election outcome. As the Republican nominee has slid in the polls, Trump has doubled down on his claims that the election process is “rigged,” without offering any substantial evidence.

HBO’s John Oliver found humor in this, taunting Trump with a bet: If Trump loses, the Last Week Tonight host would give Trump — “a born showman”– an Emmy Award.

The offer came after last week’s third presidential debate, when Fox News’ Chris Wallace pressed Trump on his unprecedented refusal to say he’d accept the Nov. 8 election results. Trump told Wallace, “I’ll keep you in suspense.”

“What do you mean you’ll keep us in suspense?!” Oliver cried in indignation. “This is a presidential election, not an American Idol results show.” Oliver then played a video clip from a Trump rally following the debate in which the presidential candidate said he would “totally accept” the election results before adding, with a grin, “. . . if I win.”

Reacting to that clip, Oliver cried: “You got us! That’s so funny, because we thought you were going to say the rational thing, which would’ve put the country at east. But, instead, you pulled the old switcheroo and you continued to destabilize the foundations of our democracy.”

The comedian went on to note that research shows documented voter fraud is extraordinarily rare and highlights the inexplicability of Trump’s refusal to accept the election results.

http://www.youtube.com/watch?v=JVxkCh5ds18

Later, Oliver again picked up the thread of Trump’s complaints about the integrity of the election process by noting that the GOP nominee also once complained that TV’s Emmy Awards were rigged after they did not give an award to his show, NBC’s The Apprentice. “Of course he wants an Emmy,” Oliver joked. “It’s a woman, it’s gold, and it’s proportionate to his tiny hands. It’s basically Trump’s ideal mate.”

Oliver continued: “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. 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.”

The British comedian’s proposed solution? Oliver decided to propose a bet with Trump in which, should the real estate mogul and former reality TV host lose the election in November, Oliver offered up one of his own Emmy statues as consolation. “I have something you want,” Oliver said, holding up an Emmy statue.

Oliver then urged him to “take the f—— bet” and accept the voting results. “That way, if you lose, you still win,” Oliver said.

About the Author
By Tom Huddleston Jr.
See full bioRight Arrow Button Icon

Latest in Leadership

Donald Trump
HealthHealth Insurance
‘Tragedy in the making’: Top healthcare exec on why insurance will spike to subsidize a tax cut to millionaires and billionaires
By Nick LichtenbergDecember 12, 2025
4 hours ago
three men in suits, one gesturing
AIBrainstorm AI
The fastest athletes in the world can botch a baton pass if trust isn’t there—and the same is true of AI, Blackbaud exec says
By Amanda GerutDecember 12, 2025
4 hours ago
Brainstorm AI panel
AIBrainstorm AI
Creative workers won’t be replaced by AI—but their roles will change to become ‘directors’ managing AI agents, executives say
By Beatrice NolanDecember 12, 2025
5 hours ago
Ryan Serhant lifts his arms at the premiere of Owning Manhattan, his Netflix show
Successrelationships
Ryan Serhant, a real-estate mogul who’s met over 100 billionaires, reveals his best networking advice: ‘Every room I go into, I use the two C’s’
By Dave SmithDecember 12, 2025
6 hours ago
Fei-Fei Li, the "Godmother of AI," says she values AI skills more than college degrees when hiring software engineers for her tech startup.
AITech
‘Godmother of AI’ says degrees are less important in hiring than how quickly you can ‘superpower yourself’ with new tools
By Nino PaoliDecember 12, 2025
7 hours ago
C-SuiteFortune 500 Power Moves
Fortune 500 Power Moves: Which executives gained and lost power this week
By Fortune EditorsDecember 12, 2025
7 hours ago

Most Popular

placeholder alt text
Economy
Tariffs are taxes and they were used to finance the federal government until the 1913 income tax. A top economist breaks it down
By Kent JonesDecember 12, 2025
13 hours ago
placeholder alt text
Success
At 18, doctors gave him three hours to live. He played video games from his hospital bed—and now, he’s built a $10 million-a-year video game studio
By Preston ForeDecember 10, 2025
3 days ago
placeholder alt text
Success
Palantir cofounder calls elite college undergrads a ‘loser generation’ as data reveals rise in students seeking support for disabilities, like ADHD
By Preston ForeDecember 11, 2025
1 day ago
placeholder alt text
Arts & Entertainment
'We're not just going to want to be fed AI slop for 16 hours a day': Analyst sees Disney/OpenAI deal as a dividing line in entertainment history
By Nick LichtenbergDecember 11, 2025
1 day ago
placeholder alt text
Uncategorized
Transforming customer support through intelligent AI operations
By Lauren ChomiukNovember 26, 2025
16 days ago
placeholder alt text
Success
40% of Stanford undergrads receive disability accommodations—but it’s become a college-wide phenomenon as Gen Z try to succeed in the current climate
By Preston ForeDecember 12, 2025
8 hours ago
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map

© 2025 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.