How To Beat The Casino: Why Bluff Loses $100,000's To Make Millions

**Graham Stephan** (0:00)
Hey, I just Venmo'd you for rent.

**SPEAKER_2** (0:02)
Nice, now I can instantly spend it whether I'm checking out online with Venmo or using the Venmo debit card.

**Bobby** (0:07)
Say more.

**SPEAKER_2** (0:09)
More exactly, because the more you do with Venmo, the more you get, like earning up to 5% cash back with Venmo stash on a bundle of brands.

**Graham Stephan** (0:16)
So, order more pizza.

**SPEAKER_2** (0:18)
The math demands it.

**Graham Stephan** (0:19)
Get the Venmo debit card.

**SPEAKER_2** (0:21)
Venmo stash bundle terms and exclusions apply. See terms at venmo.me slash stash terms. Venmo checkout not available at all merchants. Venmo MasterCard is issued by the Bancorp Bank NA.

**Jack Selby** (0:30)
So, what's the craziest thing you've done for money?

**Bobby** (0:32)
I've done some crazy things. No!

**SPEAKER_2** (0:38)
We just got $45,000.

**Bobby** (0:42)
I walked through a casino to go get dinner. I cannot walk past that table and not put $100 on it. We're going to play Free Bet Blackjack.
The offers that I've gone from these places are so out of this world. It's like, wow, $50 million. This is going to be generational wealth bonus. I guarantee it. And I was like, oh my gosh, I didn't know you can make that much money off of gambling on YouTube. And I thought it would be banned and everything.

**Jack Selby** (1:07)
How do you make sure you don't get addicted?

**Bobby** (1:09)
You're obviously playing a game that is designed to beat you. Down $27,000? I don't even want to talk.

**Graham Stephan** (1:15)
What's the most you've ever seen someone lose?

**Bobby** (1:18)
I just watched this guy lose $700,000 the other day. $5,000 a spin like this.

**Jack Selby** (1:24)
Have you ever seen gambling truly ruin someone's life?

**Graham Stephan** (1:34)
Bobby aka Bluff, you are known for gambling your entire paycheck, crazy amounts of philanthropy, and also your extremely viral content. Thank you so much for coming on The Iced Coffee Hour.

**Bobby** (1:44)
Thank you for inviting me.

**Jack Selby** (1:45)
When was your first time gambling?

**Bobby** (1:47)
In London, when I was 18, two days after my birthday.
I went to a brewery or a bar, a pub, actually is what they call it out there. I went to a pub to have my first legal beer with my friend's dad, and they had like one of those, it was like a random, I don't know what they call it out there. It's basically like a slot, and I played that and lost 50 euro.

**Graham Stephan** (2:09)
And was that appealing to you?

**Bobby** (2:11)
No, it was actually horrible. And then I like never actually really gambled, right? So that was just the first time, and then I had never gambled after that until maybe, I was like 21 in San Diego. I went with like two of my best friends to Barona. It's 18 plus, and it's smoke free, which is nice. But we go there and we're playing roulette. I think I lost like $200, my buddy lost 50, my other friend lost 150 And like, it was fun, but it was just like, ah, like $200 takes me like three days to make at work. So it's like, I don't want to do that.
But then, you know, as I got older and I made a little more money, and I would go to the casino, and like one day I went there, and I had gotten like a bonus from work, and I went to the casino and lost $3,000. And like, I don't, can't afford to lose $3,000. I was just like, oh my god, I was sick to my stomach. But it was just like, all right, like I'll just do that maybe once a year. I'll just gamble once a year.

**Jack Selby** (3:10)
So when did you realize you could turn gambling, though, into like a viable business?

**Bobby** (3:14)
So are you guys familiar with Bretzky? So I used to see him when I would scroll like on TikTok or Instagram, he would randomly pop up. I would never follow him or anything. I don't, I don't like follow like celebrities or anything, just because their lives are so crazy compared to what I was living. But I went out to San Diego back in 2024, in April, on my lady's birthday, which was unfortunate. One of my best friends was getting married, and I stayed at my friend Robbie's house, which is a friend that I've known for like 10 years from the scooter and stuff. And I stayed at his house, he was in the casino affiliate marketing stuff, and he had worked with Bretzky and he was actually pretty good friends with him. And he just, I forget exactly how he was brought up, Bretzky was brought up and I was like, oh, like, yeah, he's funny. Like, I wonder how he's doing or whatever. And Robbie's like, oh yeah, no, he like makes a killing. Like this is how much he does, like this is what he does. He does YouTube videos. And I was like, oh my gosh, I didn't know, like you can make that much money off of gambling on YouTube. And I thought like it would be banned and everything.