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

Trendingnow

1

Markets tumble worldwide as Fed resets expectations: $400 billion wiped off SpaceX stock

2

After forcing workers back to the office, Goldman Sachs and JPMorgan Chase are now letting their staff work remotely—but only for the World Cup

3

Former U.S. Secret Service agent says bringing your authentic self to work stifles teamwork: 'You don’t get high performers, you get sloppiness'

1

Markets tumble worldwide as Fed resets expectations: $400 billion wiped off SpaceX stock

2

After forcing workers back to the office, Goldman Sachs and JPMorgan Chase are now letting their staff work remotely—but only for the World Cup

3

Former U.S. Secret Service agent says bringing your authentic self to work stifles teamwork: 'You don’t get high performers, you get sloppiness'
PoliticsPolymarket

413 million bets with over $100 million at stake: the latest Polymarket insider trading Trump controversy

By
Bernard Condon
Bernard Condon
and
The Associated Press
The Associated Press
Down Arrow Button Icon
By
Bernard Condon
Bernard Condon
and
The Associated Press
The Associated Press
Down Arrow Button Icon
April 23, 2026, 10:31 AM ET
trump
Donald Trump Jr. and Bettina Anderson attend UFC 327 at Kaseya Center on April 11, 2026 in Miami, Florida. Julia Demaree Nikhinson - Pool/Getty Images
Add Fortune on Google for similar content.

Will President Donald Trump send troops into Iran? Will he rename the Strait of Hormuz after himself? Will he post again praising Allah?

Recommended Video

No one knows the answers, but online betting companies that allow people to wager on Trump policies and statements are profiting — including some backed by his oldest son.

Prediction markets love the president’s unpredictability, his need to keep people guessing about his next move or social media post, leading to more wagers in these betting venues and more fees for them. That includes Polymarket, a company Donald Trump Jr. has a stake in, and Kalshi, a company he advises.

These sites have to come up with new betting lines on current events everyday, and Trump Jr.’s famously fickle father has proven to be a rich source of will-he-or-won’t-he questions.

When a wagering event on Polymarket asked whether Trump was likely to send troops into Iran, nearly 100,000 bets were placed on April 8, leading to the biggest trading day of the year up to then.

And Trump’s policies and social media comments generate bets beyond the war-related ones: Who will Trump back to run Venezuela? Will his insults of Pope Leo XIV continue? Will he seize Greenland?

“Trump is the guy. He makes the market possible,” said Kwok Ping Tsang, a Virginia Tech economist who has studied Polymarket. “He’s so unpredictable.”

Sports wagers make up the largest portion of the volume on prediction markets, but politics runs a close second, according to crypto analysis firm Dune.

People are also betting “Yes” or “No” on all kinds of other things — the price of gold, the winner of “Survivor,” even the weather. The cost of the wager, in cents per dollar, reflects the number of people making the same bet, with a price of 49 cents for “Yes,” for instance, reflecting 49% odds.

The betting has drawn bipartisan criticism for inviting insider trading but the president seems to be a big fan, applying a light regulatory touch and helping the industry expand. His family company, the Trump Organization, is even working on opening its own prediction market, called Truth Predict.

One of the biggest fee generators lately has been Trump’s approach to the Iran war, notably his Truth Social post on April 5 demanding the country “Open the F—- Strait.”

Trading on Polymarket soared with “Yes” or “No” wagers on whether an invasion was imminent, according to Dune, only to be surpassed on April 7 by betting on another question — Will there be a ceasefire? — when Trump posted ominously that a “whole civilization will die tonight.”

In total, 413 million bets on the Iran war were made risking more than $100 million from Sunday, April 5, through Wednesday, April 8, the day after Trump announced a ceasefire, according to Dune.

In a report after the surge, Dune called Trump an “unpredictability machine” and marveled at how his “governing-by-tweet” style sends trading volumes soaring.

Asked whether the president’s son should be profiting from a business benefitting from his father’s actions, a Trump Jr. spokesman called the question “fact-free Democratic propaganda.”

“Don does not interface with the federal government as part of his role with any company that he invests in or advises and has no influence or involvement with administration policies relating to prediction markets,” said the spokesman, Andrew Surabian.

Polymarket didn’t respond to a request for comment.

The betting venues have jumped in popularity since Trump was reelected in November 2024 in part because they correctly predicted, unlike many pundits, that he would win decisively.

Since then the Trump administration has sued states trying to ban prediction markets under no-gambling laws. The head of the industry’s chief regulator, the Commodity Futures Trading Commission, has even promoted the business publicly, calling the online bets in a Wall Street Journal op-ed “exciting products.”

Benefiting particularly has been Polymarket, which was banned from operating anywhere in the U.S. in 2022 after the Biden administration fined it for running an unregistered exchange. It recently got permission to return, and its value has soared.

The company is now worth $9.6 billion, according to research firm PitchBook, a nearly tenfold increase in eight months since a venture capital fund in which Trump Jr. is a partner last invested.

Just how much Trump Jr. is benefiting from the increase in value is unclear because Polymarket is private and doesn’t release ownership stakes. Kalshi, which took on Trump Jr. as an adviser last year, is also private.

As for profiting off turmoil and war, Trump Jr. has other possible ways besides the prediction markets.

Through his venture capital fund he also owns pieces of aerospace, defense and technology companies seeking Pentagon contracts and other federal agency dollars. Separately, he and his brother, Eric, just struck a deal giving them stakes in a military drone maker not just selling to the U.S. forces but also pitching to Gulf countries under Iranian attack and beholden to their father for U.S. military protection in a war he started.

Asked last month about the drone company potentially profiting off his father’s position as president, Eric Trump sent The Associated Press a statement saying, “I am incredibly proud to invest in companies I believe in.”

Critics in Congress, virtually all Democrats, have decried what they believe is blatant profiting off the presidency, and are waiting for the midterms to do something about it, possibly voting for impeachment.

But whether that happens is anyone’s guess — or to be more specific, tens of thousands of guesses.

In Polymarket trading, those betting that Trump would get impeached by the end of his term were putting the chances at 13% at the start of the year. But that has changed dramatically after his “civilization wipe out” threat and calls from Democrats to oust him from office.

By Tuesday, the odds had jumped to 66%.

——

AP reporters Ken Sweet in New York and Christopher Keller in Albuquerque, N.M., contributed to this story.

Subscribe to Fortune Gulf Brief. Every Tuesday, this new newsletter delivers clear-eyed, authoritative intelligence on the deals, decisions, policies, and power shifts shaping one of the world’s most consequential regions, written for the people who need to act on it. Sign up here.
About the Authors
By Bernard Condon
See full bioRight Arrow Button Icon
By The Associated Press
See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

Latest in Politics

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • 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
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Politics

Google DeepMind CEO Demis Hassabis (left) stands on a spiral staircase next to Google DeepMind researcher John Jumper.
NewslettersEye on AI
Defections from Google DeepMind prompt questions about Alphabet’s efforts to stay at the forefront of AI
By Jeremy KahnJune 23, 2026
7 hours ago
k
PoliticsElections
Coming to an election near you: prediction markets
By Matt Motta, Robert Ralston and The ConversationJune 23, 2026
9 hours ago
Doctor giving patient injection in volunteer clinic
HealthHealth
For the first time ever, no young women in England died of cervical cancer. In the U.S., RFK Jr.’s vaccine skepticism stalls HPV progress
By Catherina GioinoJune 23, 2026
10 hours ago
ks
PoliticsUnited Kingdom
10 years of Brexit means 7 Prime Ministers and a broken British politics
By Jill Lawless and The Associated PressJune 23, 2026
11 hours ago
burnham
PoliticsUnited Kingdom
Britain poised for ‘Manchesterism’ under presumptive next Prime Minister Andy Burnham
By Jill Lawless and The Associated PressJune 23, 2026
11 hours ago
Polymarket CEO Shayne Coplan
CryptoCryptocurrency
Polymarket allegedly faked trades. Chances are slim Trump admin investigates, says sports-betting attorney
By Camila Grigera NaónJune 23, 2026
11 hours ago

Most Popular

Markets tumble worldwide as Fed resets expectations: $400 billion wiped off SpaceX stock
Banking
Markets tumble worldwide as Fed resets expectations: $400 billion wiped off SpaceX stock
By Jim EdwardsJune 23, 2026
16 hours ago
After forcing workers back to the office, Goldman Sachs and JPMorgan Chase are now letting their staff work remotely—but only for the World Cup
Success
After forcing workers back to the office, Goldman Sachs and JPMorgan Chase are now letting their staff work remotely—but only for the World Cup
By Orianna Rosa RoyleJune 23, 2026
14 hours ago
Former U.S. Secret Service agent says bringing your authentic self to work stifles teamwork: 'You don’t get high performers, you get sloppiness'
Success
Former U.S. Secret Service agent says bringing your authentic self to work stifles teamwork: 'You don’t get high performers, you get sloppiness'
By Sydney LakeJune 21, 2026
3 days ago
Current price of oil as of June 22, 2026
Personal Finance
Current price of oil as of June 22, 2026
By Joseph HostetlerJune 22, 2026
2 days ago
Meet the 2 men putting New York's $300 billion pension fund in play for the first time in 20 years
Investing
Meet the 2 men putting New York's $300 billion pension fund in play for the first time in 20 years
By Nick LichtenbergJune 22, 2026
1 day ago
By 7 a.m., Bank of America’s CEO has already read 5 newspapers, his email inbox, and hit the gym—he says if you’re late to meetings, you’re ‘selfish’
Success
By 7 a.m., Bank of America’s CEO has already read 5 newspapers, his email inbox, and hit the gym—he says if you’re late to meetings, you’re ‘selfish’
By Preston ForeJune 22, 2026
1 day ago

© 2026 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.