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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | SB | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Marcos Almonte | 42 | 2016-2017 | |
| 2 | Henry Rodriguez | 27 | 2013-2015 | |
| 3 | Maikel Garcia# | 24 | 2023-2025 | |
| 4 | Andy Perez# | 21 | 2023-2024 | |
| 5 | Josh Lowe# | 20 | 2018-2024 | |
| 5 | Jeron Williams# | 20 | 2025-2026 | |
| 7 | Jacoby Jones | 19 | 2017-2022 | |
| 8 | Julio Carreras# | 18 | 2024-2026 | |
| 9 | Evan Mendoza# | 17 | 2019-2024 | |
| 10 | Luke Adams# | 15 | 2025-2025 | |
| 10 | Garin Cecchini | 15 | 2015-2015 | |
| 10 | Angelys Nina | 15 | 2014-2017 | |
| 10 | Jose Peroza# | 15 | 2023-2026 | |
| 10 | Sal Stewart# | 15 | 2025-2025 | |
| 10 | Fernando Tatis Jr.# | 15 | 2018-2019 | |
| 16 | Niko Goodrum# | 14 | 2014-2018 | |
| 16 | Andrew Romine | 14 | 2014-2016 | |
| 18 | Connor Lien | 13 | 2016-2020 | |
| 18 | Alberto Triunfel | 13 | 2015-2021 | |
| 20 | Tyler Ladendorf | 12 | 2021-2023 | |
| 20 | Adrian Sanchez | 12 | 2013-2017 | |
| 22 | Frederick Bencosme# | 11 | 2024-2026 | |
| 22 | Jon Berti# | 11 | 2017-2019 | |
| 22 | Lucas Erceg# | 11 | 2019-2023 | |
| 22 | Shane Matheny# | 11 | 2022-2025 | |
| 22 | Eddinson Paulino# | 11 | 2024-2026 | |
| 22 | Darwin Perez | 11 | 2013-2015 | |
| 28 | Brandon Dixon | 10 | 2017-2017 | |
| 28 | Cade Doughty# | 10 | 2023-2024 | |
| 28 | Andruw Monasterio# | 10 | 2024-2026 | |
| 28 | Cal Towey | 10 | 2017-2019 | |
| 32 | Carson DeMartini# | 9 | 2026-2026 | |
| 32 | Hector Gomez | 9 | 2013-2017 | |
| 32 | Skyler Messinger# | 9 | 2023-2026 | |
| 32 | Stephen Perez | 9 | 2017-2017 | |
| 32 | Luis Yander | 9 | 2022-2022 | |
| 37 | Jordan Groshans# | 8 | 2022-2025 | |
| 37 | Charles Leblanc# | 8 | 2019-2023 | |
| 37 | Brennan Milone# | 8 | 2025-2025 | |
| 37 | Brent Morel | 8 | 2015-2015 | |
| 37 | Chris Paul | 8 | 2019-2024 | |
| 37 | Ryan Schimpf | 8 | 2013-2016 | |
| 37 | Chesny Young | 8 | 2018-2023 | |
| 44 | Michael Almanzar | 7 | 2014-2017 | |
| 44 | Rubel Cespedes# | 7 | 2025-2025 | |
| 44 | Kevin Cornelius | 7 | 2018-2019 | |
| 44 | Ke'byran Hayes# | 7 | 2019-2021 | |
| 44 | Miguel Rojas# | 7 | 2013-2015 | |
| 44 | Drew Vettleson | 7 | 2014-2019 | |
| 44 | Jared Young# | 7 | 2019-2024 | |
| 51 | Pascanel Ferreras# | 6 | 2025-2026 | |
| 51 | Dermis Garcia# | 6 | 2021-2022 | |
| 51 | Nick Gordon# | 6 | 2016-2020 | |
| 51 | Ryan Johnson# | 6 | 2025-2026 | |
| 51 | Devin Lohman | 6 | 2013-2017 | |
| 51 | Dawel Lugo | 6 | 2016-2021 | |
| 51 | Ryan Mountcastle# | 6 | 2018-2018 | |
| 58 | Bruce Caldwell | 5 | 2018-2019 | |
| 58 | Kevin Kramer | 5 | 2017-2022 | |
| 58 | Juan M. Perez | 5 | 2015-2019 | |
| 58 | Eguy Rosario# | 5 | 2022-2023 | |
| 58 | Cristian Santana# | 5 | 2023-2026 | |
| 58 | A.J. Vukovich# | 5 | 2023-2025 | |
| 64 | Royce Bolinger | 4 | 2018-2021 | |
| 64 | Joe Dunand# | 4 | 2018-2024 | |
| 64 | Jose Fermin# | 4 | 2022-2024 | |
| 64 | Josh Hood# | 4 | 2026-2026 | |
| 64 | Justin Lopez# | 4 | 2024-2025 | |
| 64 | Danny Mendick# | 4 | 2024-2024 | |
| 64 | Rio Ruiz | 4 | 2017-2019 | |
| 64 | Michael Russell | 4 | 2018-2018 | |
| 64 | Chad Stevens# | 4 | 2025-2025 | |
| 64 | Jose Vinicio | 4 | 2016-2017 | |
| 74 | Hanser Alberto | 3 | 2013-2015 | |
| 74 | Mandy Alvarez# | 3 | 2019-2023 | |
| 74 | Kelvin Beltre# | 3 | 2019-2023 | |
| 74 | Yu Chang# | 3 | 2017-2020 | |
| 74 | Audy Ciriaco | 3 | 2020-2020 | |
| 74 | Matt Davidson | 3 | 2013-2014 | |
| 74 | Wilman Diaz# | 3 | 2025-2025 | |
| 74 | Cole Fontenelle# | 3 | 2025-2025 | |
| 74 | Carter Kieboom# | 3 | 2019-2023 | |
| 74 | Coco Montes# | 3 | 2023-2026 | |
| 74 | David Reaves | 3 | 2016-2016 | |
| 74 | Jonathan Rodriguez | 3 | 2016-2021 | |
| 86 | Beau Brewer# | 2 | 2025-2026 | |
| 86 | Chad De La Guerra | 2 | 2019-2023 | |
| 86 | Cam Devanney# | 2 | 2024-2026 | |
| 86 | Alex Erro# | 2 | 2024-2025 | |
| 86 | Juan Francisco | 2 | 2013-2013 | |
| 86 | Cody Freeman# | 2 | 2024-2024 | |
| 86 | Luis Jimenez | 2 | 2013-2013 | |
| 86 | Kobe Kato# | 2 | 2024-2025 | |
| 86 | Jonathan Meyer | 2 | 2014-2016 | |
| 86 | Jose Miranda# | 2 | 2020-2026 | |
| 86 | Connor Narron | 2 | 2016-2016 | |
| 86 | Nick Noonan | 2 | 2014-2018 | |
| 86 | Deniel Ortiz# | 2 | 2026-2026 | |
| 86 | Noah Perio | 2 | 2021-2021 | |
| 86 | D.J. Peterson | 2 | 2015-2023 |
