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What’s the most high risk, low reward thing you’ve ever done?

Showing up to lecture late

I once went on a heater at the Luxor in Vegas. When it was over I had turned 60 bucks into 78k and change.
I was drunk with excitement. It was 8am Saturday. On the way to the cage (shadowed by 3 floor guys,) I spied an empty blackjack table. I walked over to it and asked one of the floor guys with me if I could bet it all in one hand. (The table has a 5k limit.)
He nodded ok.
AA. I had no money to split!!!!!! After two hits we end up pushing on a 17 and I avoided what would have been the most stupid, embarrassing thing I have ever done.

Long story short, I scared my passenger into grabbing my steering wheel on the highway

I skipped class after a standardized test. Literally the afternoon teachers were showing movies and doing nothing and I decided it was smart to get in school suspension to sit behind a warehouse and nap with with my dumbass “friend”…

I played Russian roulette solitaire