Massie competed at
Winter X Games XIX and won a bronze medal in the adaptive snowboard-cross event. The next year at
Winter X Games XX he won a silver medal in the adaptive snowboard-cross event. He competed at the
2021 World Para Snow Sports Championships and won a silver medal in the men's dual banked slalom, and won a gold medal with
Tyler Turner in the men's team event. He represented Canada at the
2018 Winter Paralympics,
2022 Winter Paralympics, and
2026 Winter Paralympics. ==Personal life==