Early career Windsor began skating in 2005 after an ice rink in
Blacktown caught his interest.
2018–2019 season Alexandrovskaya/Windsor moved to
Montreal to train with coaches Richard Gauthier and
Bruno Marcotte. Despite beginning the season with a bronze medal at the
2018 CS U.S. Classic, the move was unsuccessful, and both struggled with health and fitness concerns.
Partnership with Chernyshova 2020–2021 & 2021–2022 seasons Windsor did not compete during the 2020-2021 season. In August 2021, it was announced that he had paired up with Russian-born figure skater,
Maria Chernyshova. Chernyshova/Windsor made their international debut for Australia at the
2021 CS Golden Spin of Zagreb in December 2021, where they finished fifteenth. The partnership ultimately dissolved following the
2021–22 figure skating season. Following this partnership, Windsor suffered an ankle fracture after taking a hard fall on a jump attempt in practice. This injury required surgery that he had done in September 2022. Windsor briefly went to
Sochi,
Russia in May 2023 to work on his pair elements with Dmitri Savin and
Fedor Klimov.
Career break , Windsor was taking a career break, living in
Sydney with his father and brother. ==In film==