Shaun White
Shaun White took home gold in the halfpipe competition in his first two Games: 2006 and 2010. In 2014, he competed in Sochi but fell just short of winning bronze. He suffered a horrific accident that resulted in 62 stitches in his face which halted his snowboarding progress. He competed in 2018 and took home the gold. 2022's Games will be his last run.