I'd rather see a friend of mine win 100 grand from me than the fucking casinos. But nowadays, that's how I like to gamble, more amongst friends. I play in another league where we play the auction. I think we're at maybe like 10, 15 grand? Something like that.

I won this fucking year, just to let you know. I play with a really cool group of guys like CC Sabathia, Michael Rapaport, Joe Budden, Bun B. That's why I don't gamble as much as I used to. Gamblers, we got all kinds of ways to try to get it back. You go through that shit time and time again. At the end of the game, he took this shot in hopes and desperation to backdoor cover the spread-because they couldn't win the game-but he took a half court shot just to fucking destroy us, and we lost our money. I remember a time when me and Gotti, we bet, like, a couple of hundred grand on a basketball game, and Gilbert Arenas killed us on the spread. And the crazy thing- I had to do a TV interview, and I completely blew it off.

One time I was in, I want to say Australia, and I made maybe 100 grand at a craps table. Or as he puts it: “You’re talking to a real gambler and not somebody that bullshits. Ja is, historically, hilarious, and incredibly open and honest about his life and his past-and that includes his wins and losses as a gambler. empire with Irv Gotti, and is now running a concert series in New York and launching his own $250-a-bottle cab sauv with a winery in Sonoma Valley. Hollis, Queens legend Ja Rule started off in the Cash Money Click almost 30 years ago, spent some time at the industry’s pinnacle building his Murda Inc. They’re young, rich, and many come from cultures where shooting dice on the corner, betting on the NBA Finals with classmates, or wagering whether or not your friend can sink a crumpled-up takeout delivery bag in a small waste bin from across the room is part of the rhythm of existence. As such, it shouldn’t be a surprise that rappers tend to be gamblers. After all, what could be a longer shot, a riskier enterprise, than pursuing a creative life as your livelihood? Now take that basic premise and multiply it by ten, and you’ll start to understand the mentality of a rapper.Īlmost every rapper you know and love is a lottery winner who has hit an eight million to one parlay with dozens of legs. The odds are long, the stakes are high, and the house always wins, eventually. As Kenny Rogers established long ago, life itself is a gamble.

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