10 Greatest Sports Betting Wins of all time (3 of 3) We’ve all seen it, the smug Facebook post, or the retweeted betting slip with a huge profit from a tiny stake. Usually it’s “just” a few hundred dollars, but there have been some truly incredible bets down the years. There are a lot of similarities between betting on sports and actually playing sports. Luck is important, but ultimately you need skill to win consistently. The world of sport betting has its stars too. Some were very lucky, but most achieved their success through careful analysis and risk assessment.