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White's skateboard career took place during the same time he was rising through the snowboard ranks. White quickly drew the eyes of many in the skateboarder scene including professional skateboarder Tony Hawk. At this point Hawk befriended the nine-year-old White at a local skatepark and mentored him, helping him turn pro in skateboarding at the age of 17. White has gone on to win many titles on his skateboard, most notably winning the overall title of Action Sports Tour Champion, as well as being the first person to compete in and win both the Summer and Winter X Games in two different sports. Following in his older brother's footsteps, White switched from skiing to snowboarding at age six, and by age seven he received his first sponsorship. White has participated in two Winter Olympics in his career. At both the 2006 and 2010 Winter Olympics, White won gold in the snowboard halfpipe event. White has also participated in the Winter X Games, where he has won a medal every year since 2002. Including all winter X Games competitions through 2009, his medal count stands at 15 (10 gold, 3 silver, 2 bronze), among which is the first quadruple win streak by a male athlete in one discipline, the snowboard slopestyle. White's streak was snapped in 2007 when he lost to Andreas Wiig and Teddy Flandreau, with White taking the bronze. He won the Air and Style Contest in 2003 and 2004.
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