The websites of the offshore accounts he used were unreliable. In college, his friend put him in contact with a bookie, and his wagers increased.īefore 2018, he explains, it was hard to bet consistently. His habit began small, with $5 or $10 bets. So while it was Weber’s love of sports that got him into gambling, he didn’t gamble on sports right away-that came later, at 18. Weber has always obsessed over sports, particularly basketball, and poker appealed to his competitive instincts it played weekly on ESPN too. Weber, who is 32 now, and a New Jersey native, grew up in the wake of the Moneymaker effect-a boom in poker interest sparked when a 27-year-old accountant from Tennessee, Chris Moneymaker, won the 2003 World Series of Poker, taking home $2.5 million. Greg Weber began gambling at 13, playing poker with his friends for small stakes after school.