My Year as a Degenerate Sports Gambler

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In the adrenaline spike of a tough beat, a bettor loses perspective; the athlete becomes a subhuman extra in the gambler’s personal drama. More than a decade of death threats from deranged bettors can make you appreciate high-tech security systems and heavily policed streets. ” I felt a twinge of shame as I realized I could empathize with that gambler’s brief spell of insanity more than I’d like to admit. Caroline Garcia doesn’t remember the first abusive message she received from an angry gambler who lost a bet on her, but she knows she was still a teenager. The Cardinals were already up 21–6 when running back Emari Demercado ran for what looked like a game-sealing 72-yard touchdown.
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In the end, I put $4,735 on the Patriots to win the game, and spent about $700 on a smattering of long-shot parlays and prop bets that ranged from plausible to preposterous. For complicated reasons involving point spreads and, possibly, divine punishment, I somehow managed to correctly pick the winner in 10 out of 12 games through the first three rounds while still losing money. I pointed out that the man at the counter had cited a player injury as the reason bets on the game were limited, but Perry waved me off.

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• For a time, it was the near‑exclusive province of leg‑breaking bookies and pin-striped criminals.
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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.”
Now, with the rise of “prediction markets” like Kalshi and Polymarket, gambling options are no longer limited to sports. The plan ran aground when athletes were apparently awarded identical medals in the same event—the Special Olympics is not, strictly speaking, about winners and losers—and bettors revolted after their payouts were delayed. Unsatisfied with wagering only on Sunday football games? In 2017, Americans legally bet $4.9 billion on sports. They license broadcast rights directly to sportsbook-operated streaming services, and hurry to defend their partners whenever a game-fixing scandal breaks.
The touchdown was reversed, the play was ruled a fumble, and the Titans proceeded to pull off an improbable 16-point comeback to win the game. “The betting apps are in charge now, and everyone knows it. The leagues, initially so opposed to legalized sports betting, embraced it to help reverse sliding TV ratings and lure back the younger fans who were drifting away. Every major TV network now seems to employ a data whiz with glasses and rolled-up sleeves who can break down the betting angles for viewers at home. ESPN now recaps the day’s games by covering which teams beat the spread; gambling talk pervades pregame studio panels. Virtually every sports-media outlet in America, from CBS Sports to your favorite niche football podcaster, takes sponsorship money from gambling companies.

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He and his squad were headed to Allegiant Stadium, the Raiders’ home field, to watch the game in person. The first time we met was on Sunday afternoon at the Bellagio. Perry was a moving target, constantly bouncing around the Strip from one sportsbook to another. I was never quite sure what time it was, only that I had probably stayed too long. At another table, a young Black guy with facial tattoos was playing $100 hands and had developed a rollicking alliance with the white-haired geriatric at the other end of the table.
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Circa, widely considered the largest sportsbook in the world, is the closest thing that sports betting has to Mecca. Instead, as I rattled off betting lines in rapid succession, explaining my strategy to get back in the black with ever larger bets, I saw them exchange looks of concern. Despite all of my research—my monastic study of the lines, my careful hunt for small edges, my righteous avoidance of the high-risk suckers’ bets that the apps were constantly pushing on me—I had been burned by a bad call from a random referee. In 2024, online sportsbooks generated at least $2.9 billion in taxes for state and local governments, a figure that is growing rapidly. In the years since the Supreme Court paved the way for state-by-state legalization, sports-betting companies have mounted a lobbying blitzkrieg in statehouses across the country.
When I spoke with him recently, Christie recalled the thundering indignation that his bill provoked at the time. The leagues sued New Jersey, and the case began winding its way through the federal courts. For a time, it was the near‑exclusive province of leg‑breaking bookies and pin-striped criminals. To humanity’s great thinkers and leaders, gambling was an impediment to an ethical life (Aristotle), an invention of the devil (Saint Augustine), and a tax on the ignorant (Warren Buffett). Throughout most of America’s history, gambling was heavily regulated and generally discouraged.

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“If you walk to that window right now and try to bet the 100K, they would 100 percent have accepted it.” He was feigning outrage, but in fact, this was a badge of honor for a handicapper like him—proof that the sportsbooks were scared of his gambling facility. I followed him to the counter, where he placed a $100,000 bet on an NBA game.

But as Carton likes to point out, that small percentage becomes a very large number when tens of millions of Americans suddenly have casinos in their pockets. Gamblers Anonymous has reported young men showing up in droves across the country, and one survey found that nearly one-third of 11-year-old boys had gambled in the past year. Have spiked by 25 percent, and calls to gambling helplines from young men have surged.