What’s the most heartbreaking sports betting loss of your life? 💔

[flyingillini]

Damn that broad chummed you in, thanks for sharing gambling can a nightmare sometimes.

And I’m a Republican too. That made it 10x worse but was happy as I could once I was over it.

 

[Franz555]

Buffalo Bills Superbowls ..... 1990 , 1991 , 1992 , 1993

 

[JDS]

Buffalo Bills Superbowls ..... 1990 , 1991 , 1992 , 1993

Heartbreaking for that organization & your wallet, sorry pal.

 

[BMR Genie]

Posted on the BMR - wanted to hear from the forum...

What’s the most heartbreaking sports betting loss of your life?

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Send us your replies on Twitter, too!

https://twitter.com/i/web/status/1625646105651290112

Good to see you around, Tom!

 

[BMR Social Media]

The biggest loss of my sports betting career was the election with Clinton and Trump. I kept piling money on Clinton. When live betting opened the morning it kept moving I kept dumping money on Clinton. I didn’t think Trump would ever win. It was the biggest loss in my gambling career of 30 years. And I’m a Republican too. Just didn’t think Trump had a shot in hell. Still hurts.

I think this is widely regarded as the biggest betting upset of all-time, regardless of which party you align with. It REALLY exposed polling numbers moving forward.....I'm sorry for your loss!

 

[BMR Social Media]

Technically not a loss. More of a blown opportunity:

I decided to take a job about a year ago, after being retired for about 7 years. April 2022, I’m playing Keeneland, playing a handful of my usual trainers. About 10 minutes to post in race 2, I realize there was a cheap opportunity to play a pick three involving two of my favorite trainers down there, Vicky Oliver and Rusty Arnold. So I’m about to bookend them in the Pick 3 with ALL in the middle….
Lo and behold, the only person that I answer to in the place stops by my office to chat. Another meat head joins in. They are there for about 20 minutes, and I can’t get my bet in.…..a bet that would only cost $12.
Oliver wins Race 4 at 12-1.
Some no name trainer wins race 5 at 78-1, in the race I would’ve had ALL in…
Arnold wins Race 6 at 17-1. All horses win rather easily.
Pick 3 comes back at $19,000 for a buck.
Now, I understand it would’ve paid a little less if I played, since it would of been one more share of the pool. But woulda, shoulda, coulda been a beautiful score at a $12 risk.

sometimes the missed opportunities hurt the most! I remember being in Vegas in February of 2019 during the season the Blues won the Stanley Cup. I had said on the radio show I was on in STL at the time that I was going to place a futures bet on them to win it all, as they were 64-1 at that point. Ended up not doing it because I lost too much money at the blackjack table that weekend, and the Blues ended up going on a historic run that season. Still pains me to this day

 

[BMR Social Media]

Buffalo Bills Superbowls ..... 1990 , 1991 , 1992 , 1993

Why did you keep going back to the well???

 

[BMR Social Media]

Was anyone else on any of these from Twitter? Some iconic losses in this bunch...

The greatest comeback of all-time:

https://twitter.com/i/web/status/1625704904923701249

Champions League bringing up, maybe, the worst beat in history:

https://twitter.com/i/web/status/1625703424393154560

"The Shot" in Toronto:

https://twitter.com/i/web/status/1625698535709503488

A rare loss in the AFC Championship Game for Brady, Bill and the Pats (in heartbreaking fashion):

https://twitter.com/i/web/status/1625688753493757952

The worst play call in NFL history:

https://twitter.com/i/web/status/1625673392560181249

All of these are bruuuuuuuuutal

 

[JDS]

At least we can bet live & hedge, if you see the epic comeback brewing. A lot of times you can just feel it happening before your eyes.

 

[rdalert447]

sometimes the missed opportunities hurt the most! I remember being in Vegas in February of 2019 during the season the Blues won the Stanley Cup. I had said on the radio show I was on in STL at the time that I was going to place a futures bet on them to win it all, as they were 64-1 at that point. Ended up not doing it because I lost too much money at the blackjack table that weekend, and the Blues ended up going on a historic run that season. Still pains me to this day

Brutal….

 

[mamawhoiscrying]

A few years back it was a horse named fallen leaf at gulfstream... Jumped the rail while pulling away.. . 2 lengths from the finish line. I remember thinking to myself why is the Jockey whipping it when this horse is coasting...