Mike McCaskill spent years scouring the stock market and betting on long shots. Then he found the opportunity that changed his life—and helped spark the mother of all short squeezes.

Walter Tevis, the author of the book upon which the Netflix hit is based, spent his life gambling and drinking in pool halls before turning to chess.

On the rise and fall of the professional sports bettor.

A massive raid on a long-running cockfighting ring in Arkansas has raised complex questions about ICE, immigration, and the future of a centuries-old tradition.

On PredictIt, a site that allows you to bet on politics, and the people who are getting rich off it.

Inside the world of bass fishing cheaters.

A writer’s trip home to Hot Springs, Arkansas, and the racetrack inextricably linked with the histories of his family and his hometown.

On playing chess and waiting to get arrested.

Basketball is considered one of the most difficult sports to effectively bet on, therefore gamblers like Haralabos Voulgaris who make a handsome living on NBA lines are a rare breed, whose knowledge of the game and personal statistical databases rival most of the league’s front-offices’.