Shoulda Cashed Out

Your ultimate destination for casino gameplay like VGT slot machines, craps, roulette and blackjack! Most of the time you can find us at Winstar World Casino, Choctaw, or The Border Casino. We are always chasing those red screens and red spins!

Whether you're a casual gambler or a bankroll builder, this channel dives deep into the world of slots, roulette, craps, and blackjack. From testing popular and obscure betting systems to taking on high-risk slot challenges, we explore what works, what doesn’t, and everything in between.

🧠 Learn how to play craps, roulette and different bankroll building strategies
🎯 Watch real casino gameplay with real results.
🔥 See if those trending slot hacks actually pay off.

Subscribe and join us on the journey through the highs, lows, and unexpected twists of casino strategy. New videos weekly so hit that bell and get ready to play smart!

Shoulda Cashed Out

New Members only video just up loaded. Its a deep dive into the Arnold from the Don't. My #1 way to play the strategy!

4 weeks ago | [YT] | 0

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Shoulda Cashed Out

About to go live at Border Casino for a Phoenix Link Challenge!!!

2 months ago | [YT] | 0

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Shoulda Cashed Out

Heading to the casino…. Should we go live????

4 months ago | [YT] | 5

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Shoulda Cashed Out

Hey Gamblers! We can't go Live at the casino tonight due to the weather BUTTT we will be Live here at the house playing some table Craps! So if you want to join us and learn a few Crap strategies and talk/ask questions please join us!

We hope to be live around 5:00 pm central time.

Thank you and you guys are awesome!

5 months ago | [YT] | 4

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Shoulda Cashed Out

Thanks for sticking in there with us tonight! YouTube cut us off telling me it was “sleep time”. Got that fixed in the settings. Rough night at Choctaw, but that is how it goes. See you all next time!

5 months ago (edited) | [YT] | 0

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Shoulda Cashed Out

We made it to Choctaw! Grabbing a quick dinner and then we will be ON!!!

5 months ago | [YT] | 2

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Shoulda Cashed Out

Reminder we will be live at Choctaw late this afternoon/ early evening. Please join us on the stream or if you are at Choctaw come say hi to us!

5 months ago | [YT] | 5

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Shoulda Cashed Out

Headed to Winstar, hope to be live in little over an hour. Join us!