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From left, Portland Trail Blazers head coach Chauncey Billups, Miami Heat guard Terry Rozier and former Cleveland Cavaliers' Damon Jones.
Law
NBA shocked by Mafia-related gambling arrests sweeping up Chauncey Billups, Terry Rozier
By Alanna Durkin Richer, Tim Reynolds, Philip Marcelo and The Associated PressOctober 23, 2025
Rob Gronkowski, wearing a white and blue jersey, screams as he stands in the middle of the NYSE trading floor.
Investing
A sports bettor turned $15 into $140K from a 3-leg parlay. It’s the exception to the risky bet making sportsbooks billions
By Sasha RogelbergOctober 11, 2025
Millions of Gen Z men are jobless—or NEETs—and they’re so checked out they’re betting away entire paychecks on red or black: ‘$256K is about to go down on the table’
Success
Millions of Gen Z men are jobless—or NEETs—and they’re so checked out they’re betting away entire paychecks on red or black: ‘$256K is about to go down on the table’
By Orianna Rosa RoyleSeptember 30, 2025
Investors are betting big on ‘prediction markets’ Kalshi and Polymarket—will the gamble pay off?
Magazine
Investors are betting big on ‘prediction markets’ Kalshi and Polymarket—will the gamble pay off?
By Jeff John RobertsSeptember 29, 2025
Former Washington Wizards player Gilbert Arenas addresses the media before the game between the Washington Wizards and the Miami Heat at Capital One Arena on November 18, 2022 in Washington, DC.
Finance
Former NBA star Gilbert Arenas and suspected Israeli crime figure arrested in high-stakes illegal poker empire at California mansion, prosecutors said
By Amanda GerutJuly 31, 2025
Polymarket founder Shayne Coplan
Tech
Polymarket says it is returning to the U.S. ‘in the near future’
By Chris MorrisJuly 22, 2025
Las Vegas Sands hopes to usher in ‘new era of luxury tourism’ with a new $8 billion casino complex in Singapore
Finance
Las Vegas Sands hopes to usher in ‘new era of luxury tourism’ with a new $8 billion casino complex in Singapore
By Lionel LimJuly 16, 2025
A ton of poker chips stacked up on a table in a Las Vegas casino
Finance
Ante up: Trump’s budget bill stacks the cards against gamblers, saddling them with a notably higher tax bill
By Chris MorrisJuly 7, 2025
Uber CEO Dara Khosrowshahi during an event in New York City on September 23, 2024. (Photo: Leigh Vogel/Getty Images/Concordia Summit)
Newsletters
Why the FTC sued Uber
By Andrew NuscaApril 22, 2025
New York’s high-stakes casino battle could mint a $115 million winner: Donald Trump
Finance
New York’s high-stakes casino battle could mint a $115 million winner: Donald Trump
By Anthony Izaguirre and The Associated PressApril 2, 2025
Shohei Ohtani holds a small dog surrounded by people
Lifestyle
Las Vegas casino fined $10.5 million after gifting private jet flights and discounts to a bookmaker with ties to Los Angeles Dodgers star Shohei Ohtani
By The Associated PressMarch 28, 2025
Jason Robins CEO and co-founder of DraftKings
Finance
More Americans see gambling on sports as an investment tool, but DraftKings CEO says most bettors know ‘they’re likely to lose money’ over the long term
By Stuart DyosFebruary 15, 2025
More Americans are going into debt to gamble on sports—and many see it as investment
Personal Finance
More Americans are going into debt to gamble on sports—and many see it as investment
By Alicia AdamczykJanuary 28, 2025
Prediction market Kalshi enters sports betting ahead of Super Bowl, days after naming Donald Trump Jr. as an advisor
Tech
Prediction market Kalshi enters sports betting ahead of Super Bowl, days after naming Donald Trump Jr. as an advisor
By Stuart DyosJanuary 25, 2025
Photo of Denise Coates
Success
Britain’s richest businesswoman Denise Coates takes steep pay cut to £158 million, but still earns 3-fold more than Apple’s Tim Cook
By Ryan HoggJanuary 7, 2025
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