During his career in the NBA, Dwyane Wade won three titles and the distinction as one of the best shooting guards in league history.
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“Me and Jimmy were going on a two-week road trip and Rondo is a shark,” Wade said. “Rondo is one of those guys that he can probably count all the cards. He shouldn’t play; he’s too smart.
“So we were gambling with him and Jimmy says, ‘D, how much money you going to bring?’ I said, ‘We’re going on a two-week trip and I feel like man I’m going to bring a lot of money. I’m going to bring $50,000.’ I can lose $50,000 for this trip. I mean, not lose, but I’ll lose.”
Wade was confident that he could bring that amount of money and stretch it out over the course of a two-week road trip. That didn’t turn out to be the case.
“I lost $50,000 within two hours on the plane ride,” Wade said. “We didn’t even get to the city we were going to, and you know who else lost it? Jimmy Butler lost as well.”
Needless to say, Wade and Butler learned their lesson when it came to gambling with Rondo during road trips.