During his junior season, Windsor recorded 7.5 sacks.[4] He missed the 2020 Citrus Bowl due to an unspecified violation of team rules.[5]
Prior to his senior season, Windsor was named to the Outland Trophy watchlist.[6] After taking stock of what he deemed a lackluster season part of the way through, Windsor recorded 2.5 sacks against Iowa, with teammates praising him for his work ethic and sacrifices.[7] After his senior season, Windsor was named second-team All-Big Ten Conference.[8]
Windsor was drafted by the Indianapolis Colts of the National Football League (NFL) in the sixth round (193rd overall) of the 2020 NFL draft.[12] He was waived on September 5, 2020, and signed to the practice squad the next day.[13][14] He was elevated to the active roster on November 21 and 28 for the team's weeks 11 and 12 games against the Green Bay Packers and Tennessee Titans, and reverted to the practice squad after each game.[15][16] He was placed on the practice squad/COVID-19 list by the team on December 24, 2020,[17] and restored to the practice squad on December 29.[18] On January 10, 2021, Windsor signed a reserve/futures contract with the Colts.[19]
On April 7, 2022, Windsor officially retired from the NFL, citing injuries and delays in his rehabilitation as the main reason.[21]
Vegas Vipers
Windsor was drafted by the Vegas Vipers in the 2023 XFL Draft. He was placed on the team's reserve list on April 18, 2023.[22] He was waived in June 2023.[22]