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Phillip Ruffin
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How'd he get so rich? The billionaire best friend of Donald Trump made his fortune in casinos, greyhound racing tracks, convenience stories, real estate, and hand trucks. He is the owner of New Frontier Casino in Las Vegas, as well as the Trump International Hotel & Tower. On Jan 6, 2008, he married the 26-year-old supermodel and Miss Ukraine 2001 title holder Oleksandra Nikolayenko. Ruffin reportedly has a net worth of $2 billion.