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$6,400 in 90 minutes on a football match is my worst loss. Too many $600+ bets to count. As said, never bet more than you can afford to lose, and you'll be fine.
Dumbest bet I ever had was many years ago when drunk and stuck the 2 weeks rent I had in my pocket on a horse. Luckily it pissed the race at 4/1 (2f), but without question the most stupid bet I've ever placed.
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