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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 | Anthony Caronia | 33 | 2014-2015 | |
| 3 | Rougned Odor | 33 | 2014-2014 | |
| 5 | Jose Gomez# | 31 | 2019-2025 | |
| 6 | Riley Unroe# | 29 | 2015-2019 | |
| 7 | Jose Caballero# | 28 | 2019-2023 | |
| 8 | Jeremy Arocho# | 27 | 2019-2021 | |
| 9 | Hayden Cantrelle# | 23 | 2024-2024 | |
| 9 | Ricky Surum | 23 | 2019-2021 | |
| 11 | D'Andre Smith# | 21 | 2024-2025 | |
| 12 | Carlos Jorge# | 20 | 2025-2025 | |
| 13 | Ed Howard# | 19 | 2023-2025 | |
| 13 | Richie Palacios# | 19 | 2020-2021 | |
| 15 | David Hamilton# | 18 | 2022-2023 | |
| 15 | Manuel Pena# | 18 | 2022-2025 | |
| 15 | Alex Perez | 18 | 2017-2024 | |
| 15 | Hunter Stovall# | 18 | 2020-2022 | |
| 15 | Drew Swift# | 18 | 2025-2025 | |
| 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 | Tony Renda | 13 | 2013-2013 | |
| 27 | Luis Rengifo# | 13 | 2019-2021 | |
| 31 | Bruce Caldwell | 12 | 2013-2016 | |
| 31 | Hector L. Martinez | 12 | 2020-2022 | |
| 31 | Jackson Merrill# | 12 | 2023-2023 | |
| 31 | Dominic Pitelli# | 12 | 2025-2025 | |
| 31 | Pablo Reyes# | 12 | 2017-2017 | |
| 36 | Chris Mariscal | 11 | 2016-2018 | |
| 36 | Coco Montes# | 11 | 2019-2021 | |
| 36 | Griff O'Ferrall# | 11 | 2025-2025 | |
| 36 | Anthony Prato# | 11 | 2022-2023 | |
| 40 | Henry Castillo | 10 | 2016-2019 | |
| 40 | Joey Loperfido# | 10 | 2023-2024 | |
| 40 | Wendell Rijo# | 10 | 2020-2021 | |
| 40 | Mattingly Romanin | 10 | 2018-2018 | |
| 40 | Connor Smith | 10 | 2020-2023 | |
| 45 | Janluis Castro | 9 | 2017-2018 | |
| 45 | Ruddy Giron | 9 | 2019-2024 | |
| 45 | Casey Turgeon | 9 | 2016-2018 | |
| 48 | Shane Mardirosian | 8 | 2018-2019 | |
| 48 | Melvin A. Mercedes | 8 | 2013-2017 | |
| 48 | Eguy Rosario# | 8 | 2019-2022 | |
| 48 | Jordan Sprinkle# | 8 | 2023-2023 | |
| 48 | Jheremy Vargas# | 8 | 2024-2025 | |
| 53 | Gioskar Amaya | 7 | 2014-2017 | |
| 53 | Ronny Brito | 7 | 2019-2021 | |
| 53 | Eric Brown | 7 | 2013-2016 | |
| 53 | Benji Gonzalez | 7 | 2013-2020 | |
| 53 | Jameson Henning | 7 | 2016-2017 | |
| 53 | Will Holland# | 7 | 2022-2025 | |
| 53 | Tyler Humphreys | 7 | 2016-2017 | |
| 53 | Jeremiah Jackson# | 7 | 2019-2020 | |
| 53 | Riley Mahan# | 7 | 2018-2024 | |
| 53 | Ethan Murray# | 7 | 2023-2024 | |
| 53 | Adrian Sanchez | 7 | 2014-2015 | |
| 53 | Sammy Stafura# | 7 | 2025-2025 | |
| 53 | Tanner Vavra | 7 | 2014-2016 | |
| 53 | Jacob Wilson | 7 | 2013-2014 | |
| 67 | Austin Bailey | 6 | 2017-2017 | |
| 67 | Samuel Castro | 6 | 2017-2017 | |
| 67 | Charles Leblanc# | 6 | 2018-2018 | |
| 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 | |
| 76 | Jazz Chisholm# | 5 | 2018-2019 | |
| 76 | Danny Diekroeger | 5 | 2017-2018 | |
| 76 | Alex Erro# | 5 | 2022-2024 | |
| 76 | Alberto Figuereo# | 5 | 2024-2025 | |
| 76 | Will Golsan | 5 | 2019-2023 | |
| 76 | David Harris | 5 | 2016-2017 | |
| 76 | Max Kuhn | 5 | 2015-2016 | |
| 76 | George Lombard Jr.# | 5 | 2025-2025 | |
| 76 | Emmanuel Marrero | 5 | 2016-2017 | |
| 76 | Mac McCroskey# | 5 | 2024-2024 | |
| 76 | James McDonald | 5 | 2014-2016 | |
| 76 | Tevin Mitchell | 5 | 2022-2022 | |
| 76 | Peter Mooney | 5 | 2013-2014 | |
| 76 | John Murphy | 5 | 2014-2016 | |
| 76 | Wood Myers | 5 | 2020-2021 | |
| 76 | Elvis Peralta# | 5 | 2022-2024 | |
| 76 | David Reaves | 5 | 2013-2016 | |
| 76 | Ruben Sosa | 5 | 2013-2013 | |
| 76 | Nick Urbanus | 5 | 2017-2017 | |
| 95 | Marcus Betts# | 4 | 2013-2013 | |
| 95 | Mack Chambers# | 4 | 2023-2025 | |
| 95 | Nate Easley# | 4 | 2018-2025 | |
| 95 | Niko Goodrum# | 4 | 2013-2015 | |
| 95 | Nick Goodwin# | 4 | 2025-2025 | |
| 95 | Duce Gourson# | 4 | 2025-2025 |
