Jamie Anderson defies gravity and stereotypes in her latest push to make an Olympic team. Jamie is a 3-time Olympic snowboarder and 3-time Olympic medalist. She has two golds and a silver. She grew up in South Lake Tahoe and is one of eight children. She started snowboarding at the age of nine after being introduced to the sport by her two older sisters. Jamie competed in her first X Games at the age of 13. At 35, she has the most the most X Games hardware of any woman in history and the second-most winter medals of any athlete. She's a 5-time ESPY female action sports award winner. Jamie acknowledges she was pretty untouchable for years. "There were years that I was like winning with my eyes shut and there wasn't a lot of competition," says Jamie. She took a three year break to have two daughters with her fiancée, fellow pro snowboarder Tyler Nicholson. Five months after the birth of their second daughter, Jamie became the 2025 Big Air National Champion. And she's breaking new ground as a working mom in her sport. Jamie says, "Just having the opportunity to go for a fourth Olympics with my family, my two little ones, and my partner feels like very special." On this Dying to Ask: The Road to Milan- Cortina: How Jamie is blazing new trails in her sport as a working mom The biggest change she's seen in more than 20 years of competing in how snowboarders prepare for the Olympics And the pure joy she's experiencing taking her family on this Olympic journey