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Initially the award was based on the entire Canadian Premier League season, including playoffs and finals. In 2022, a change was made to all CPL awards so that they are only judged based on results from the regular season. Tristan Borges of Forge FC was the first to win the award and is the only player to win the award twice. Kyle Bekker has received the most nominations with five as of the 2024 season.
"CPL announces new awards, 2022 voting procedures". Canadian Premier League. September 28, 2022. Retrieved January 30, 2024. Voting for all seven of the CPL's annual awards will this year be based on performances during the regular season, not including Canadian Championship, Concacaf or playoff action