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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | SB | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Chandler Simpson# | 137 | 2023-2024 | |
| 2 | Alexi Casilla | 62 | 2014-2017 | |
| 3 | Daniel Black | 60 | 2013-2015 | |
| 4 | Giovanny Alfonzo | 49 | 2016-2017 | |
| 5 | Jonathan Herrera | 47 | 2017-2018 | |
| 6 | Yonny Hernandez# | 43 | 2020-2024 | |
| 7 | Alen Hanson | 37 | 2015-2021 | |
| 7 | Oswald Peraza# | 37 | 2022-2022 | |
| 9 | Max Ferguson# | 36 | 2023-2024 | |
| 9 | Luis Garcia Jr.# | 36 | 2020-2022 | |
| 11 | Rando Moreno | 29 | 2017-2018 | |
| 12 | Geraldo Perdomo# | 27 | 2021-2022 | |
| 12 | Russell Wilson | 27 | 2013-2013 | |
| 14 | Vidal Brujan# | 26 | 2019-2022 | |
| 14 | Eddy Diaz# | 26 | 2023-2025 | |
| 16 | Jarren Duran# | 24 | 2020-2021 | |
| 16 | Tim Lopes# | 24 | 2019-2019 | |
| 16 | Dalton Shuffield# | 24 | 2023-2024 | |
| 19 | Darren Baker# | 21 | 2022-2024 | |
| 20 | Jose Gomez# | 20 | 2019-2025 | |
| 20 | Hernan Perez | 20 | 2014-2016 | |
| 22 | Jax Biggers# | 19 | 2021-2024 | |
| 22 | Stephen Bruno | 19 | 2014-2017 | |
| 22 | Luis Carpio# | 19 | 2020-2025 | |
| 22 | Kody Eaves | 19 | 2016-2021 | |
| 22 | Yhoxian Medina | 19 | 2015-2017 | |
| 22 | Tony Renda | 19 | 2014-2019 | |
| 28 | Jeremy Arocho# | 18 | 2022-2025 | |
| 28 | Grenny Cumana | 18 | 2019-2019 | |
| 28 | Jeter Downs# | 18 | 2020-2025 | |
| 28 | Miguel Hiraldo# | 18 | 2023-2024 | |
| 28 | Tanner Schobel# | 18 | 2024-2024 | |
| 28 | Josh Tobias | 18 | 2018-2021 | |
| 28 | Forrest Wall# | 18 | 2019-2019 | |
| 35 | L.J. Mazzilli | 17 | 2016-2018 | |
| 36 | Christian Koss# | 16 | 2022-2024 | |
| 36 | Chase Meidroth# | 16 | 2023-2024 | |
| 38 | Junior Caminero# | 15 | 2024-2024 | |
| 38 | Brendon Sanger | 15 | 2019-2023 | |
| 40 | Rylan Bannon# | 14 | 2019-2025 | |
| 40 | Gunnar Heidt | 14 | 2018-2019 | |
| 40 | Sam McWilliams# | 14 | 2020-2022 | |
| 40 | Max Schrock# | 14 | 2017-2019 | |
| 40 | Braden Shewmake# | 14 | 2021-2025 | |
| 45 | Juan Brito# | 13 | 2023-2025 | |
| 45 | Tristan Gray# | 13 | 2019-2023 | |
| 47 | Chris Bostick | 12 | 2014-2015 | |
| 47 | Thomas Coyle | 12 | 2014-2017 | |
| 47 | Micah Johnson | 12 | 2016-2016 | |
| 47 | Gosuke Katoh | 12 | 2015-2023 | |
| 47 | Tucupita Marcano | 12 | 2021-2022 | |
| 47 | Darnell Sweeney | 12 | 2017-2022 | |
| 53 | Tsung-Che Cheng# | 11 | 2024-2024 | |
| 53 | Connor Hollis# | 11 | 2021-2023 | |
| 53 | Shed Long Jr.# | 11 | 2022-2025 | |
| 53 | Jonathan Roof | 11 | 2013-2016 | |
| 57 | Stephen Alemais | 10 | 2020-2021 | |
| 57 | Marcus Chiu# | 10 | 2020-2025 | |
| 57 | Jake Fox# | 10 | 2023-2024 | |
| 57 | Michael Helman# | 10 | 2019-2025 | |
| 57 | Kevin Medrano | 10 | 2015-2019 | |
| 57 | Liover Peguero# | 10 | 2022-2025 | |
| 63 | David Adams | 9 | 2013-2013 | |
| 63 | Chandler Avant | 9 | 2020-2021 | |
| 63 | David Bote# | 9 | 2014-2023 | |
| 63 | Ryan Dent | 9 | 2014-2015 | |
| 63 | Corey Joyce# | 9 | 2023-2024 | |
| 63 | Kaden Polcovich# | 9 | 2023-2025 | |
| 63 | Ricky Surum | 9 | 2020-2020 | |
| 63 | Peter Van Gansen | 9 | 2017-2020 | |
| 71 | Matt Batten# | 8 | 2019-2025 | |
| 71 | Shawn O'Malley | 8 | 2013-2014 | |
| 73 | Blake Allemand | 7 | 2018-2019 | |
| 73 | Dickie Thon | 7 | 2017-2017 | |
| 75 | Tyler Bortnick | 6 | 2013-2017 | |
| 75 | Jimmy Glowenke# | 6 | 2024-2024 | |
| 75 | Scott Kingery# | 6 | 2023-2023 | |
| 75 | Taylor Lindsey | 6 | 2013-2013 | |
| 75 | Shane Opitz | 6 | 2015-2015 | |
| 75 | Omar Quintanilla | 6 | 2016-2016 | |
| 75 | Ian Sagdal# | 6 | 2018-2023 | |
| 75 | Aneury Tavarez | 6 | 2014-2015 | |
| 83 | Rayder Ascanio# | 5 | 2022-2025 | |
| 83 | Rick Hague | 5 | 2015-2016 | |
| 83 | Buddy Kennedy# | 5 | 2024-2024 | |
| 83 | Dillon Moyer | 5 | 2015-2016 | |
| 83 | Elmer Reyes | 5 | 2016-2018 | |
| 83 | Ryan Rua | 5 | 2014-2019 | |
| 83 | Josh Rutledge | 5 | 2019-2019 | |
| 83 | Jason Vosler# | 5 | 2016-2018 | |
| 91 | Luis Arraez# | 4 | 2018-2019 | |
| 91 | Jesse Berardi | 4 | 2019-2020 | |
| 91 | Daniel Castro# | 4 | 2019-2025 | |
| 91 | Osvaldo Duarte | 4 | 2021-2021 | |
| 91 | Marcus Littlewood | 4 | 2014-2016 | |
| 91 | Jason Martinson | 4 | 2013-2015 | |
| 91 | Joe Sclafani | 4 | 2015-2017 | |
| 98 | Jake Alu# | 3 | 2023-2024 | |
| 98 | Jacob Amaya# | 3 | 2022-2023 | |
| 98 | Carlos Asuaje | 3 | 2021-2021 |
