Cashman made her
World Cup debut in January
2017, and competed at the
2020 Junior World Championships, where she won a bronze medal in the combined discipline. Cashman qualified for the
2021 World Championships, however, she missed the competition due to injury. During training for the
2020–21 season, she crashed and was unconscious and suffered brain damage. She was hospitalized for eight days following her crash, as she sustained a minor MCL strain, hematoma in both hips, and a temporary loss of feeling in her foot from bruising. As a result, this ended her season early. Cashman represented the
United States at the 2022 Winter Olympics, where she finished 27th in the
super-G and 17th in the
downhill, the top American finisher. She returned to the Olympics for the
2026 Milan Cortina games, where she took 15th place in both the
super-G and the new
team combined event. For the team combined, she was partnered with long-time friend
AJ Hurt. ==World Cup results==