The Trump Files: Donald Once Turned Down a Million-Dollar Bet on “Trump: The Game”

Mother Jones illustration; Shutterstock

For indispensable reporting on the coronavirus crisis, the election, and more, subscribe to the Mother Jones Daily newsletter.

This post was originally published as part of “The Trump Files“—a collection of telling episodes, strange but true stories, and curious scenes from the life of our current president—on August 15, 2016.

“It’s a much more sophisticated game than Monopoly,” Donald Trump said when his new board game, “Trump: The Game,” debuted in 1989. (Note: It’s not.) So sophisticated, in fact, that Trump admitted that even he sometimes lost. “I’ve done very well at the game…but on occasion, I got clipped,” he said at the game’s announcement in February.

Bob Stupak, a Las Vegas casino owner, was apparently listening. A month later, he challenged Trump to a head-to-head “Trump: The Game” battle for a $1 million prize, announcing it via a full-page ad he ran in the New York Post and the Press of Atlantic City.

Stupak told his local NBC station, KSNV, that he was generously giving Trump a chance to profit off the Stupak name. Stupak had recently earned fame for winning a $1 million bet on that year’s Super Bowl. “I’m not looking to ride on Donald Trump,” he said. “I’m giving him an opportunity to ride on my reputation. I’m the one who makes the large wagers, or has a history of doing it. And also to give him an opportunity to try to promote his new game.”

Trump, sadly, said no. “It’s always possible to lose, even for someone who’s used to winning,” he told the New York Post.

 

SIX TRUTHS

Reclaiming power from those who abuse it often starts with telling the truth. And in "This Is How Authoritarians Get Defeated," MoJo's Monika Bauerlein unpacks six truths to remember during the homestretch of an election where democracy, truth, and decency are on the line.

Truth #1: The chaos is the point.

Truth #2: Team Reality is bigger than it seems.

Truth #3: Facebook owns this.

Truth #4: When we go to work, we're in the fight.

Truth #5: It's about minority rule.

Truth #6: The only thing that can save us is…us.

Please take a moment to see how all these truths add up, because what happens in the weeks and months ahead will reverberate for at least a generation and we better be prepared.

And if you think journalism like Mother Jones'—that calls it like it is, that will never acquiesce to power, that looks where others don't—can help guide us through this historic, high-stakes moment, and you're able to right now, please help us reach our $350,000 goal by October 31 with a donation today. It's all hands on deck for democracy.

payment methods

SIX TRUTHS

Reclaiming power from those who abuse it often starts with telling the truth. And in "This Is How Authoritarians Get Defeated," MoJo's Monika Bauerlein unpacks six truths to remember during the homestretch of an election where democracy, truth, and decency are on the line.

Truth #1: The chaos is the point.

Truth #2: Team Reality is bigger than it seems.

Truth #3: Facebook owns this.

Truth #4: When we go to work, we're in the fight.

Truth #5: It's about minority rule.

Truth #6: The only thing that can save us is…us.

Please take a moment to see how all these truths add up, because what happens in the weeks and months ahead will reverberate for at least a generation and we better be prepared.

And if you think journalism like Mother Jones'—that calls it like it is, that will never acquiesce to power, that looks where others don't—can help guide us through this historic, high-stakes moment, and you're able to right now, please help us reach our $350,000 goal by October 31 with a donation today. It's all hands on deck for democracy.

payment methods

We Recommend

Latest

Sign up for our free newsletter

Subscribe to the Mother Jones Daily to have our top stories delivered directly to your inbox.

Get our award-winning magazine

Save big on a full year of investigations, ideas, and insights.

Subscribe

Support our journalism

Help Mother Jones' reporters dig deep with a tax-deductible donation.

Donate