Ashley Caldwell is an American freestyle skier who has competed since 2008. Caldwell was named to the US team for the 2010 Winter Olympics in January 2010 after competing in the sport for only two seasons. The youngest in the event, she reached the finals of the Aerials. Caldwell won her first World Cup aerials in January 2011 becoming the youngest freestyle female to ever win.
Caldwell then suffered from back to back ACL tears, missing the 2012 and 2013 competitive seasons. Upon returning she claimed the silver medal at her first world cup event in China earning a spot to the 2014 Winter Olympics. She placed 10th place after a bad landing on her first finals jump. She competed again in Beijing in December 2014 winning gold. She became the first female skier to land a quadruple twisting triple back flip at the 2017 World Championship. Caldwell won the event alongside teammate and USANA Athlete Jonathon Lillis.