| Decade | Pos. | WS | Year(s) | Player | % Correct |
|---|---|---|---|---|---|
| 2010s | PG | 62.9 | 2013-2019 | Kyle Lowry | 100%
|
| 2000s | SG/SF | 42.7 | 2000-2005 | Vince Carter | 100%
|
| 2010s | SG | 54.0 | 2010-2018 | DeMar DeRozan | 93%
|
| 2020s | PG/SG | 23.3 | 2020-2023 | Fred VanVleet | 93%
|
| 2000s | C/PF | 52.3 | 2004-2009 | Chris Bosh | 80%
|
| 2020s | PF | 28.5 | 2020-2024 | Pascal Siakam | 80%
|
| 2020s | PF/SF | 27.2 | 2022-2026 | Scottie Barnes | 73%
|
| 2010s | C | 43.8 | 2013-2019 | Jonas Valanciunas | 60%
|
| 2020s | PF/C | 25.3 | 2020-2025 | Chris Boucher | 53%
|
| 2020s | SG | 12.0 | 2021-2024 | Gary Trent Jr. | 53%
|
| 2010s | PF | 32.8 | 2010-2015 | Amir Johnson | 47%
|
| 2000s | C/PF | 22.8 | 2000-2006 | Antonio Davis | 47%
|
| 2000s | PG/SG | 24.1 | 2006-2009 | Jose Calderon | 33%
|
| 2000s | SF/SG | 30.5 | 2001-2007 | Morris Peterson | 33%
|
| 2010s | SF/SG | 14.0 | 2013-2017 | Terrence Ross | 27%
|