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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | SB | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | José Silva# | 31 | 2021-2023 | |
| 2 | Travis Swift# | 23 | 2023-2023 | |
| 3 | Daniel Calhoun# | 19 | 2022-2023 | |
| 4 | Earl Oliver# | 17 | 2023-2023 | |
| 5 | Ray Jenkins# | 16 | 2023-2023 | |
| 6 | Pat Dye# | 14 | 2023-2023 | |
| 6 | Richard Sewell# | 14 | 2023-2023 | |
| 8 | Edwin Houlbrook# | 12 | 2021-2023 | |
| 8 | Jorge Pérez# | 12 | 2022-2023 | |
| 10 | Francisco Durán# | 9 | 2021-2023 | |
| 11 | Chris Hathaway# | 7 | 2020-2023 | |
| 11 | Lorenzo Ortíz# | 7 | 2023-2023 | |
| 11 | Andrew Renehan# | 7 | 2023-2023 | |
| 11 | Nolan Titley# | 7 | 2023-2023 | |
| 15 | Aaron Mason# | 6 | 2023-2023 | |
| 15 | Kevin Storm# | 6 | 2023-2023 | |
| 17 | José Costello# | 5 | 2023-2023 | |
| 17 | Mark Garrison# | 5 | 2021-2023 | |
| 19 | Steve Chidester# | 3 | 2023-2023 | |
| 19 | Brian Phillips# | 3 | 2022-2023 | |
| 21 | Bryan Burns# | 2 | 2022-2023 | |
| 21 | William St-Laurent# | 2 | 2023-2023 | |
| 21 | Eric Thompson# | 2 | 2023-2023 | |
| 24 | Nate May# | 1 | 2020-2023 | |
| 24 | Carlos Peralta# | 1 | 2023-2023 | |
| 26 | Whit Carpenter# | 0 | 2021-2023 | |
| 26 | John Cunningham# | 0 | 2023-2023 | |
| 26 | Bob Dalton# | 0 | 2022-2023 | |
| 26 | Jack Donahue# | 0 | 2023-2023 | |
| 26 | Sean Dupree# | 0 | 2023-2023 | |
| 26 | Martín Fernández# | 0 | 2023-2023 | |
| 26 | Tomás Gonzáles Jr.# | 0 | 2023-2023 | |
| 26 | Francisco González# | 0 | 2022-2023 | |
| 26 | John Lee# | 0 | 2023-2023 | |
| 26 | Nick Lyons# | 0 | 2023-2023 | |
| 26 | Patrick Marshall# | 0 | 2021-2023 | |
| 26 | Cristóbal Orozco# | 0 | 2021-2023 | |
| 26 | Martin Proctor# | 0 | 2021-2023 | |
| 26 | Roberto Ramérez# | 0 | 2023-2023 | |
| 26 | Johnny Ramos# | 0 | 2023-2023 | |
| 26 | Jorge Sosa# | 0 | 2023-2023 | |
| 26 | Mauro Torres# | 0 | 2021-2023 |
