BIGGEST Gambling Wins in History

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BIGGEST Gambling Wins in History

Here are the details of some of the biggest wins by players over the house:

Event: Super Bowl 20 (1986)
Prop bet: Would William The Refrigerator Perry score a touchdown?
Odds: Opened at 20-1 . . . closed all the way down to 2-1
Result: He scored a TD in the 3rd quarter.
Vegas loss: Some estimate upwards of a half-million dollars on this bet alone.
Note: THE prop bet that spawned the prop betting frenzy every after.

Event: Super Bowl 42 (2008)
Action: Overall Super Bowl betting
Vegas loss: over 2.5 million dollars
Note: Worse loss since figures began being tracking in 1991

Event: 1998 NBA Champs
Winner: Chicago Bulls
Bulls going for three straight titles; 6 in 8 years.
Future Odds: Amazingly, the Bulls in some sports were small favorites to win the title vs. the entire league (the odds were better on the Bulls, than all other teams combined) . . . that didn't stop the public from betting the Bulls huge - giving the books huge exposure, and ultimately, a huge loss.

Event: 1996 World Series Champs
Winner: NY Yankees
The Yankees had not the World Series since 1978, but every year the Yankee nation would bet big future money of them winning it all. But as the years of failure went by, the odds drifted upwards - till finally some sportsbooks were offering 10-1 on the Yanks winning it - which they did in 1996, giving the players a big payout.

Event: Super Bowl 13 (1979)
Pittsburgh opened -2.5 . . . went up to -5 . . . then closed at -4 . . . Steelers won 35-31 . . . so, the early Pittsburgh money (which moved the line up) won as did the later Dallas money (which moved the line down) . . . and the final money at -4 pushed (which is like a tie, meaning the bettors get their money back).
Vegas loss: an estimated 35% of total money bet was lost by the sportsbooks. Sportsbooks typically win about 4% of money bet.
Note: called Black Sunday


Event: Super Bowl 23 (1989)
Bob Stupak,
the legendary gambler and casino owner from Vegas, risked a cool $1 million on Cincinnati, plus 7 against San Francisco. The 49ers won, but did not cover the spread giving Stupak the biggest recorded Super Bowl payday.

Event: Buster Douglas vs. Mike Tyson
Date: 2/11/90
Odds: Tyson a 42-1 favorite over Douglas.
Result: Douglas won by knockout thus creating one of the biggest underdog payouts in sports betting history.

  • The Perry prop was a huge drop, but how much money was really bet? If I had to use one for a drop in odds, the first Tyson-Holyfield fight. Opened at 25-1 and closed just before the fight at 6-1. At the time, this was the biggest fight out there so god knows how much money was bet on it.

  • the big bouncers crew 43,000 score for the whole world to see on the froum pages.......legendary stuff !!!!! why aint we first ?......lol

  • Can you guys think of any big ones I missed?

  • Great Stuff my man...I touched upon that during the Super Bowl about the "Fridge"...that was actually the very "1st" PROP BET ever and it went up at Caesars...and that beating they took really made them open their eyes and realize that they need to put a lot of work in if they want to try and make a profit because the Professional Bettors were waiting to pick'em apart and then of course the general public wasn't going to lay -400 to win $10...VR

  • Black Sunday was my personal favorite for many reasons. Living in Pittsburgh I was a huge Steeler Fan so winning the Super Bowl in itself was great. But living  in Pittsburgh let me bet Dallas (+5') as everyone in Pittsburgh was of course betting Pittsburgh. I had Pittsburgh -2' that I bet in Vegas and +5' that I bet on Dallas back in Pittsburgh. To have a middle in football where your live numbers are 3,4 and 5 was a dream. One of my all time Biggest Scores I made in a Super Bowl and I was only risking 10 cents on the dollar!!

  • crazy!  better put MIT students up there black jack baby ;)