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To this day, one of my biggest "why didn't I pull the trigger on this???" wagering regrets still involves a scripted event.

10 years ago......WrestleMania 30. New Orleans, I made the trip down there. I went on Bovada's website and was looking at the wagering odds, just for fun. John Cena was an underdog against Bray Wyatt, and Brock Lesnar was a much larger underdog against The Undertaker, who at that point still had an undefeated streak at WrestleMania and nobody was really giving any consideration to thinking it would be ending at that particular event.

So almost as a joke, I clicked on Cena and Lesnar in a parlay (which isn't allowed anymore), just to see what the payout would be. Back then, Bovada's minimum deposit was $50 (in recent years it's been $20), so a $50 wager on that parlay would have produced over $3,000 in winnings.

I gave it semi-serious consideration..... trying to tell myself that since I would actually be at the event, it would be "funny" to be able to say I took that wager.....and it's not like I wasn't going to unnecessarily spend money on other stuff during my time down there.

But.... when it was all said and done, I just couldn't do it. Because, in my mind, John Cena winning was a possibility, but there was "no chance" they were going to end Undertaker's streak just yet, and I didn't want to just "throw away" a minimum of $50. Yeah 😒.
I didn’t know you could bet on wrestling. And yeah, no way The Undertaker was losing that match.