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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | SB | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Cooper Bowman# | 99 | 2022-2024 | |
| 2 | James Triantos# | 39 | 2024-2024 | |
| 3 | Jose Gomez# | 35 | 2019-2025 | |
| 4 | Anthony Caronia | 33 | 2014-2015 | |
| 4 | Rougned Odor | 33 | 2014-2014 | |
| 6 | Riley Unroe# | 29 | 2015-2019 | |
| 7 | Jose Caballero# | 28 | 2019-2023 | |
| 7 | Drew Swift# | 28 | 2025-2025 | |
| 9 | Jeremy Arocho# | 27 | 2019-2021 | |
| 10 | Hayden Cantrelle# | 23 | 2024-2024 | |
| 10 | D'Andre Smith# | 23 | 2024-2025 | |
| 10 | Ricky Surum | 23 | 2019-2021 | |
| 13 | Ed Howard# | 21 | 2023-2025 | |
| 14 | Carlos Jorge# | 20 | 2025-2025 | |
| 14 | Manuel Pena# | 20 | 2022-2025 | |
| 16 | Richie Palacios# | 19 | 2020-2021 | |
| 17 | David Hamilton# | 18 | 2022-2023 | |
| 17 | Alex Perez | 18 | 2017-2024 | |
| 17 | Hunter Stovall# | 18 | 2020-2022 | |
| 20 | Jancarlos Cintron# | 17 | 2019-2021 | |
| 21 | Zane Gurwitz | 16 | 2019-2023 | |
| 21 | Gosuke Katoh | 16 | 2014-2017 | |
| 21 | Max Muncy# | 16 | 2023-2024 | |
| 21 | Shane Opitz | 16 | 2013-2019 | |
| 21 | Brendon Sanger | 16 | 2018-2024 | |
| 26 | Daniel Miles | 15 | 2017-2018 | |
| 27 | Jake Cronenworth# | 13 | 2018-2019 | |
| 27 | Sherman Johnson | 13 | 2013-2015 | |
| 27 | Griff O'Ferrall# | 13 | 2025-2025 | |
| 27 | Tony Renda | 13 | 2013-2013 | |
| 27 | Luis Rengifo# | 13 | 2019-2021 | |
| 32 | Bruce Caldwell | 12 | 2013-2016 | |
| 32 | Will Holland# | 12 | 2022-2025 | |
| 32 | Hector L. Martinez | 12 | 2020-2022 | |
| 32 | Jackson Merrill# | 12 | 2023-2023 | |
| 32 | Dominic Pitelli# | 12 | 2025-2025 | |
| 32 | Pablo Reyes# | 12 | 2017-2017 | |
| 38 | Chris Mariscal | 11 | 2016-2018 | |
| 38 | Coco Montes# | 11 | 2019-2021 | |
| 38 | Anthony Prato# | 11 | 2022-2023 | |
| 38 | Sammy Stafura# | 11 | 2025-2025 | |
| 42 | Henry Castillo | 10 | 2016-2019 | |
| 42 | Joey Loperfido# | 10 | 2023-2024 | |
| 42 | Wendell Rijo# | 10 | 2020-2021 | |
| 42 | Mattingly Romanin | 10 | 2018-2018 | |
| 42 | Connor Smith | 10 | 2020-2023 | |
| 47 | Janluis Castro | 9 | 2017-2018 | |
| 47 | Ruddy Giron | 9 | 2019-2024 | |
| 47 | Casey Turgeon | 9 | 2016-2018 | |
| 50 | Shane Mardirosian | 8 | 2018-2019 | |
| 50 | Melvin A. Mercedes | 8 | 2013-2017 | |
| 50 | Eguy Rosario# | 8 | 2019-2022 | |
| 50 | Jordan Sprinkle# | 8 | 2023-2023 | |
| 50 | Jheremy Vargas# | 8 | 2024-2025 | |
| 55 | Gioskar Amaya | 7 | 2014-2017 | |
| 55 | Ronny Brito | 7 | 2019-2021 | |
| 55 | Eric Brown | 7 | 2013-2016 | |
| 55 | Benji Gonzalez | 7 | 2013-2020 | |
| 55 | Jameson Henning | 7 | 2016-2017 | |
| 55 | Tyler Humphreys | 7 | 2016-2017 | |
| 55 | Jeremiah Jackson# | 7 | 2019-2020 | |
| 55 | Riley Mahan# | 7 | 2018-2024 | |
| 55 | Ethan Murray# | 7 | 2023-2024 | |
| 55 | Adrian Sanchez | 7 | 2014-2015 | |
| 55 | Tanner Vavra | 7 | 2014-2016 | |
| 55 | Jacob Wilson | 7 | 2013-2014 | |
| 67 | Austin Bailey | 6 | 2017-2017 | |
| 67 | Samuel Castro | 6 | 2017-2017 | |
| 67 | Charles Leblanc# | 6 | 2018-2018 | |
| 67 | Sean McLain# | 6 | 2023-2025 | |
| 67 | Sam McWilliams# | 6 | 2019-2023 | |
| 67 | Travis Moniot# | 6 | 2019-2025 | |
| 67 | Chuck Moorman | 6 | 2013-2016 | |
| 67 | Jimmy Rider | 6 | 2014-2014 | |
| 67 | Maxx Tissenbaum | 6 | 2013-2016 | |
| 67 | Engelb Vielma | 6 | 2019-2019 | |
| 77 | Mack Chambers# | 5 | 2023-2025 | |
| 77 | Jazz Chisholm# | 5 | 2018-2019 | |
| 77 | Danny Diekroeger | 5 | 2017-2018 | |
| 77 | Alex Erro# | 5 | 2022-2024 | |
| 77 | Alberto Figuereo# | 5 | 2024-2025 | |
| 77 | Will Golsan | 5 | 2019-2023 | |
| 77 | David Harris | 5 | 2016-2017 | |
| 77 | Max Kuhn | 5 | 2015-2016 | |
| 77 | George Lombard Jr.# | 5 | 2025-2025 | |
| 77 | Emmanuel Marrero | 5 | 2016-2017 | |
| 77 | Mac McCroskey# | 5 | 2024-2024 | |
| 77 | James McDonald | 5 | 2014-2016 | |
| 77 | Tevin Mitchell | 5 | 2022-2022 | |
| 77 | Peter Mooney | 5 | 2013-2014 | |
| 77 | John Murphy | 5 | 2014-2016 | |
| 77 | Wood Myers | 5 | 2020-2021 | |
| 77 | Elvis Peralta# | 5 | 2022-2024 | |
| 77 | David Reaves | 5 | 2013-2016 | |
| 77 | Ruben Sosa | 5 | 2013-2013 | |
| 77 | Nick Urbanus | 5 | 2017-2017 | |
| 97 | Marcus Betts# | 4 | 2013-2013 | |
| 97 | Nate Easley# | 4 | 2018-2025 | |
| 97 | Niko Goodrum# | 4 | 2013-2015 | |
| 97 | Nick Goodwin# | 4 | 2025-2025 |
