But the great gambling experiment that we’ve embarked on is bigger than the current president. It is perhaps not a coincidence that the casinofication of America is taking place while the Oval Office is occupied by a former casino operator. “People don’t lie when money’s involved,†Tarek Mansour, a Kalshi co-founder and its CEO, told The New York Times. But once I started playing around with the markets, it became clear that insider trading was a feature, not a bug.

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In November, two MLB players pleaded not guilty after being indicted for manipulating pitches to help bettors. Two free throws would have won me the bet, but the referees ignored the foul, and the game ended. The Chargers game was a blowout, but the Oklahoma City Thunder went into double overtime against the Indiana Pacers, and I stayed late with Steve to watch the end. Everyone seemed to be paying attention to different games, or rooting for different sub-outcomes within the games. I had expected the sportsbook lounge to be more glamorous, more fun, than the apps I’d been using—a classic sports bar on steroids.
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Three months in, I had wagered about $11,000 on 117 bets and was right about even. He asked me for a gambling status report, and I informed him that I’d been following his advice—diligently shopping for lines, mostly sticking to point spreads. After a late penalty in a December game between the Broncos and the Raiders turned a meaningless field goal into a bad beat for anyone who had Denver minus 8.5, the Barstool Sports founder, Dave Portnoy, filmed himself melting down on camera. By embracing gambling so completely—normalizing it, celebrating it, reaping massive profits from it—the leagues have all but ensured that many fans will see it as baked into the game itself. It’s easy to start questioning the legitimacy of what you’re watching on the field or the court, especially when the leagues and the gambling-subsidized sports media both have such clear conflicts of interest.
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As his bets got bigger, the losses became harder to conceal. He began gambling so much that casinos would fly him out to Vegas on private jets and comp his meals and hotel rooms. You can’t bullshit me—anything you’ve done in the gambling world, I’ve done times a hundred.â€

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Tonko came to the cause four years ago, when he saw that the social-media feeds of his younger aides were filled with ads for sports-betting apps. (In October, while ESPN was covering the gambling-ring indictments, producers scrubbed the screen of references to its own online sportsbook.) If trust in the integrity of the game disappears, then interest is likely to follow. (The indictment alleges that the scheme began with rigging Chinese professional-basketball games, then spread to the NCAA.) That same month, the Ultimate Fighting Championship canceled a bout after reports of suspicious betting activity.
When a gambler starts to win too consistently, the books will place limits on how much he can bet. Before I could ask him any questions, Perry—displeased with the size of the TV that was showing that afternoon’s Las Vegas Raiders game—decided to change his plans. I’ve got a guaranteed winner for you.†He marched up to the counter—his bodyguard still recording—and plunked down the wad of cash on the Ravens to beat the Steelers in that night’s game.

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  • A few days later, I sat across from my bishop, explaining the experiment and watching a look of pastoral concern come over his face.

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This had become something of a pattern since my experiment began—whenever I started talking about gambling with a couple, the woman would almost invariably tune out or recoil, while her husband leaned in attentively, eager to hear more. The implicated included NBA players and a retired Hall of Fame point guard turned head coach. On October 23, the FBI announced the arrests of more than 30 people in need4spins casino a pair of interlocking gambling schemes.
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But was I really going to let my grand gambling experiment end like this? “You’re gambling, McKay,†he said disapprovingly. If I put everything I had left on the Patriots moneyline and they won, I would end the season up about $5,000. But I was also seduced by the allure of a big, go-for-broke win, the chance to dig out of the hole I’d dug myself into. I had what I thought were sound analytical reasons to believe the sportsbooks were underestimating the Patriots.

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Tom’s favored casinos (the Golden Gate, El Cortez, the Plaza) were decidedly grimier than the Bellagio—the synthetic air-freshener-and-cologne scent replaced by the stench of beer-soaked carpet and secondhand smoke. We passed a bar with a sign that read DRINK BEER THROW AXES, and a restaurant, the Heart Attack Grill, that offered free meals to anyone over 350 pounds and displayed customers’ weight in giant neon numbers. In my notebook, I wrote down, “Always tip the dealer†and “Forget roulette, that’s a Eurotrash game.†Naval War College and a blackjack obsessive (who knew?), came to Vegas several times a year, and was eager to teach me his ways. The flames were low in the fireplace; Bing Crosby was playing over the speakers. But while our guests filtered out in a blur of hugs and Merry Christmas es, I watched miserably as Seattle eked out a measly two-point win with a field goal in the dwindling moments, losing me $450.
But professional sports leagues remained determined to keep gambling at a distance. When 17th‑century settlers arrived in North America, they encountered Native tribes placing high‑stakes bets on “little brother of war,†a precursor to lacrosse. Ancient Greeks wagered on the (occasionally rigged) early Olympic Games; Romans bet on chariot races and gladiatorial contests (also sometimes rigged). I knew, of course, that I wouldn’t win every bet. Scale up the wager sizes, multiply across all 272 games in the NFL season, throw in some NBA and college football, and I stood to make—what, $10,000? Like so many wives before her, she had looked upon my foray into sports gambling with a bemused air of exasperation; now she was seeing a potential upside.

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On my last day in Vegas, I finally caught up with Perry at Circa, whose sportsbook features a 1,000-seat theater, a 78-million-pixel Jumbotron, and half a dozen rooftop swimming pools from which gamblers can watch games and place bets. Over several frenzied days in December, I disregarded every rule Silver had taught me—throwing money at random prop bets and constructing multi-leg parlays like I was a mad scientist mixing volatile compounds in a lab. When I’d started out, I put no more than $100 on most games; now I was betting up to $500—impatiently swiping to deposit more money when DraftKings or FanDuel told me I was out of funds. Florida allows online sports betting only through an app called Hard Rock Bet, whose servers are on Native land—the result of a 2021 compromise between gambling lobbyists and the Seminole Tribe.
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