Windsor began skating in 2005 after an ice rink in Blacktown caught his interest.[2][5] Galina and Andrei Pachin began coaching him in Canterbury in late 2006.[3][7] After competing in singles, he began learning pairs and passing qualifying tests with partners from New South Wales and Queensland.[5]
Teaming up with Alexandrovskaya
Responding to a query from the Pachins, Russia-based coach Nina Mozer suggested a tryout between Ekaterina Alexandrovskaya and Windsor in Moscow.[7] The two began skating together in December 2015.[8] Observing the tryout, the coaches believed that the skaters would make a good match due to similar techniques and body types.[9]
Alexandrovskaya was released by Russia after a request from the Australian skating association, with help from Mozer.[5]
2016–2017 season
During the season, Alexandrovskaya/Windsor were coached by the Pachins in Sydney and by Andrei Hekalo and Nina Mozer in Moscow.[2] Their international debut came in early September 2016 at the Junior Grand Prix (JGP) in Ostrava, Czech Republic. Ranked 6th in the short program and 9th in the free skate, the pair finished 8th overall.[3] Later that month, the two competed at a JGP event in Tallinn, Estonia. They were awarded the gold medal ahead of three Russian pairs after placing third in the short and first in the free.[7][10] They finished as the first substitutes for the JGP Final in Marseille, France.[11]
A couple of weeks later, the pair competed at the senior-level World Championships, which took place in Helsinki, Finland. They qualified to the free skate and went on to finish 16th.
In October, Alexandrovskaya/Windsor placed first in both segments at the JGP event in Gdańsk, Poland; they were awarded the gold medal and qualified to the JGP Final in Nagoya, Japan. In December, they won gold at the final, becoming the first Australian champions in the event's history.[16]
In January, Alexandrovskaya/Windsor finished 6th overall at the 2018 Four Continents Championships in Taipei, Taiwan. They were awarded a small silver medal for their performance in the short program. In February, the two represented Australia at the 2018 Winter Olympics in Pyeongchang, South Korea.[17] Windsor became the first Indigenous Australian to compete at the Winter Olympics.[18] Ranked 18th in the short program, Alexandrovskaya/Windsor were not among the 16 pairs who advanced to the free skate. They were more successful at the 2018 World Championships in Milan, Italy, placing 15th in the short program and 16th overall.
After their unsuccessful season, Alexandrovskaya/Windsor moved back to Sydney and were joined there by former coach Andrei Khekalo. After months of experimentation, a solution was found for Windsor's foot inflammation that allowed them to resume training on ice.[20] Alexandrovskaya/Windsor placed ninth at the 2019 CS Nebelhorn Trophy, and then finished seventh at the 2019 Skate America, their lone Grand Prix assignment.[22]
On 26 February 2020, Windsor announced that he and Alexandrovskaya had dissolved their partnership due to Alexandrovskaya's ongoing health issues.[23] Five months later, Alexandrovskaya died by suicide.[24]
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.[25] 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.[26][27] In July 2023, it was announced that Windsor had teamed up with Canadian-born pair skater, Cho Hye-jin, and that they would be representing South Korea together. However, the partnership would ultimately dissolve in October 2023.[26][28]
Career break
As of January 2024[update], Windsor was taking a career break, living in Sydney with his father and brother.[29]
Chef de mission: Ian Chesterman Medalist is shown in bold and flagbearer in italics † selected the team but didn't compete due to injury in training prior to the competition.