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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | SB | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Demi Orimoloye# | 109 | 2019-2021 | |
| 2 | Wilderd Patino# | 107 | 2023-2025 | |
| 3 | Kentrell Dewitt | 97 | 2013-2017 | |
| 4 | Thomas Milone# | 89 | 2017-2024 | |
| 5 | Benny Montgomery# | 82 | 2023-2025 | |
| 6 | Jake Fraley# | 64 | 2018-2019 | |
| 7 | Victor Scott II# | 62 | 2024-2025 | |
| 8 | Jared Oliva# | 60 | 2020-2025 | |
| 9 | Tyler James | 58 | 2020-2022 | |
| 10 | Jonatan Clase# | 57 | 2024-2024 | |
| 10 | Luis Lara# | 57 | 2023-2025 | |
| 12 | Eddy Diaz# | 56 | 2021-2025 | |
| 13 | Cal Jones | 55 | 2018-2021 | |
| 14 | Jay Gonzalez | 54 | 2017-2023 | |
| 15 | LeDarious Clark# | 52 | 2018-2024 | |
| 15 | Rhett Wiseman# | 52 | 2018-2025 | |
| 17 | Daniel Guilarte# | 51 | 2023-2024 | |
| 17 | Michael Siani# | 51 | 2020-2021 | |
| 19 | Jett Williams# | 50 | 2024-2024 | |
| 20 | Josh Almonte | 48 | 2014-2017 | |
| 20 | Cole Brannen# | 48 | 2020-2025 | |
| 20 | Derek Hill# | 48 | 2018-2019 | |
| 20 | Kevin Kilpatrick# | 48 | 2023-2025 | |
| 24 | Bladimir Restituyo# | 47 | 2022-2025 | |
| 25 | Gage Workman# | 45 | 2022-2024 | |
| 26 | Glynn Davis | 44 | 2015-2018 | |
| 27 | Luisangel Acuna# | 43 | 2024-2024 | |
| 28 | Samir Duenez | 42 | 2017-2022 | |
| 28 | Ian Miller | 42 | 2017-2019 | |
| 28 | Daniel Vazquez# | 42 | 2022-2023 | |
| 31 | Ethan O'Donnell# | 41 | 2024-2025 | |
| 32 | Brice Turang# | 40 | 2020-2021 | |
| 33 | Estevan Florial# | 39 | 2018-2019 | |
| 33 | Isaiah Greene# | 39 | 2022-2022 | |
| 33 | Noah Perio | 39 | 2013-2018 | |
| 36 | Grenny Cumana | 38 | 2018-2019 | |
| 36 | Kay-Lan Nicasia# | 38 | 2023-2025 | |
| 38 | Willie Abreu | 37 | 2019-2021 | |
| 38 | Diego Hernandez# | 37 | 2023-2024 | |
| 38 | Khalil Lee# | 37 | 2020-2021 | |
| 38 | Matt Morales | 37 | 2019-2022 | |
| 38 | Justin Twine# | 37 | 2018-2025 | |
| 43 | Gavin Cross# | 36 | 2022-2024 | |
| 43 | Connor Lien | 36 | 2015-2021 | |
| 43 | Robert Moore# | 36 | 2022-2025 | |
| 43 | Juan S. Perez | 36 | 2014-2017 | |
| 43 | Johnny Rizer# | 36 | 2021-2025 | |
| 48 | Lazaro Armenteros# | 35 | 2021-2023 | |
| 48 | Pat Biondi | 35 | 2015-2017 | |
| 48 | Gift Ngoepe | 35 | 2015-2017 | |
| 48 | Mitch Roman# | 35 | 2019-2025 | |
| 52 | Kenneth Bautista | 34 | 2016-2016 | |
| 52 | Cesar Galvez | 34 | 2013-2017 | |
| 52 | Jeff Hendrix | 34 | 2018-2021 | |
| 52 | C.J. McElroy | 34 | 2014-2017 | |
| 56 | Bobby Boyd | 33 | 2017-2017 | |
| 56 | Jakob Marsee# | 33 | 2025-2025 | |
| 56 | Pedro Martinez# | 33 | 2023-2024 | |
| 56 | Kevin McGonigle# | 33 | 2025-2025 | |
| 56 | Daniel Montano# | 33 | 2021-2025 | |
| 56 | Jeff Roy | 33 | 2016-2017 | |
| 56 | Dickie Thon | 33 | 2014-2017 | |
| 63 | Gregory Barrios# | 32 | 2023-2023 | |
| 63 | Dylan Campbell# | 32 | 2025-2025 | |
| 63 | Tyler McDonough# | 32 | 2022-2024 | |
| 63 | Alejandro Osuna# | 32 | 2022-2024 | |
| 63 | Brett Squires# | 32 | 2023-2023 | |
| 63 | Kean Wong# | 32 | 2017-2018 | |
| 69 | Douglas Hodo III# | 31 | 2022-2025 | |
| 69 | Troy Schreffler# | 31 | 2025-2025 | |
| 69 | Nelly Taylor# | 31 | 2024-2024 | |
| 69 | Terrin Vavra# | 31 | 2020-2022 | |
| 73 | Luke Adams# | 30 | 2023-2023 | |
| 73 | Tanner English | 30 | 2016-2019 | |
| 73 | Anthony Gutierrez# | 30 | 2023-2023 | |
| 73 | Bradley Marquez | 30 | 2015-2019 | |
| 73 | Kirvin Moesquit | 30 | 2019-2024 | |
| 73 | Keyber Rodriguez# | 30 | 2024-2025 | |
| 73 | Luis Sardinas | 30 | 2013-2013 | |
| 73 | River Town# | 30 | 2022-2025 | |
| 73 | Garrett Whitley# | 30 | 2016-2023 | |
| 82 | Yamal Encarnacion# | 29 | 2023-2024 | |
| 82 | Ramon Laureano# | 29 | 2017-2017 | |
| 82 | Austin Wates | 29 | 2014-2015 | |
| 82 | Max White | 29 | 2016-2018 | |
| 82 | L.A. Woodard | 29 | 2019-2021 | |
| 87 | Michael Guldberg# | 28 | 2022-2025 | |
| 87 | Manuel Melendez | 28 | 2018-2023 | |
| 87 | Corey Rosier# | 28 | 2023-2025 | |
| 90 | Tyler Austin# | 27 | 2013-2015 | |
| 90 | Kenedy Corona# | 27 | 2024-2025 | |
| 90 | Anthony Jimenez | 27 | 2019-2021 | |
| 90 | Zac Law | 27 | 2019-2022 | |
| 90 | Quinn McDaniel# | 27 | 2025-2025 | |
| 90 | Gabriel Mejia | 27 | 2020-2021 | |
| 90 | Jose Ramirez# | 27 | 2013-2014 | |
| 97 | Stephen Carmon | 26 | 2013-2016 | |
| 97 | Colt Emerson# | 26 | 2025-2025 | |
| 97 | Mitch Jebb# | 26 | 2025-2025 | |
| 97 | Christian Knapczyk# | 26 | 2025-2025 |
