Reggie, 57, is Oprah's makeup artist. He says his issues with weight began in his forties. He admits to being a sugar nut, always out to find the world's best doughnut. But at 233 pounds and worried about his blood pressure, Reggie had enough. This fall, Reggie discovered his blood pressure was dangerously high—180 over 100. "I experienced a very bad state of depression," Reggie says. "I was turning older and becoming very afraid about my health. It was either the boot camp or nothing. I figured this is the time for me to turn my life around."