WWorld-famous businessman and “Celebrity Apprentice” guru, Donald Trump, is no stranger to gambling. “Oh I like a lot of them, over the years I’ve owned casinos and I still do,” he muses. “But my favorite is Blackjack. I’m pretty good.” What’s the most he’s ever won? “Well, I can’t tell you that because legally I’m not allowed to talk about the casino world,” he explains. “But it was a lot.” And there you have it.