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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 | |
| 6 | Jacoby Jones | 19 | 2017-2022 | |
| 6 | Jeron Williams# | 19 | 2025-2026 | |
| 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 | Sal Stewart# | 15 | 2025-2025 | |
| 10 | Fernando Tatis Jr.# | 15 | 2018-2019 | |
| 15 | Niko Goodrum# | 14 | 2014-2018 | |
| 15 | Jose Peroza# | 14 | 2023-2026 | |
| 15 | 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 | Cal Towey | 10 | 2017-2019 | |
| 31 | Hector Gomez | 9 | 2013-2017 | |
| 31 | Stephen Perez | 9 | 2017-2017 | |
| 31 | Luis Yander | 9 | 2022-2022 | |
| 34 | Jordan Groshans# | 8 | 2022-2025 | |
| 34 | Charles Leblanc# | 8 | 2019-2023 | |
| 34 | Skyler Messinger# | 8 | 2023-2026 | |
| 34 | Brennan Milone# | 8 | 2025-2025 | |
| 34 | Brent Morel | 8 | 2015-2015 | |
| 34 | Chris Paul | 8 | 2019-2024 | |
| 34 | Ryan Schimpf | 8 | 2013-2016 | |
| 34 | Chesny Young | 8 | 2018-2023 | |
| 42 | Michael Almanzar | 7 | 2014-2017 | |
| 42 | Rubel Cespedes# | 7 | 2025-2025 | |
| 42 | Kevin Cornelius | 7 | 2018-2019 | |
| 42 | Ke'byran Hayes# | 7 | 2019-2021 | |
| 42 | Andruw Monasterio# | 7 | 2024-2026 | |
| 42 | Miguel Rojas# | 7 | 2013-2015 | |
| 42 | Drew Vettleson | 7 | 2014-2019 | |
| 42 | Jared Young# | 7 | 2019-2024 | |
| 50 | Pascanel Ferreras# | 6 | 2025-2026 | |
| 50 | Dermis Garcia# | 6 | 2021-2022 | |
| 50 | Nick Gordon# | 6 | 2016-2020 | |
| 50 | Devin Lohman | 6 | 2013-2017 | |
| 50 | Dawel Lugo | 6 | 2016-2021 | |
| 50 | Ryan Mountcastle# | 6 | 2018-2018 | |
| 56 | Bruce Caldwell | 5 | 2018-2019 | |
| 56 | Kevin Kramer | 5 | 2017-2022 | |
| 56 | Juan M. Perez | 5 | 2015-2019 | |
| 56 | Eguy Rosario# | 5 | 2022-2023 | |
| 56 | Cristian Santana# | 5 | 2023-2025 | |
| 56 | A.J. Vukovich# | 5 | 2023-2025 | |
| 62 | Royce Bolinger | 4 | 2018-2021 | |
| 62 | Joe Dunand# | 4 | 2018-2024 | |
| 62 | Jose Fermin# | 4 | 2022-2024 | |
| 62 | Justin Lopez# | 4 | 2024-2025 | |
| 62 | Danny Mendick# | 4 | 2024-2024 | |
| 62 | Rio Ruiz | 4 | 2017-2019 | |
| 62 | Michael Russell | 4 | 2018-2018 | |
| 62 | Chad Stevens# | 4 | 2025-2025 | |
| 62 | Jose Vinicio | 4 | 2016-2017 | |
| 71 | Hanser Alberto | 3 | 2013-2015 | |
| 71 | Mandy Alvarez# | 3 | 2019-2023 | |
| 71 | Kelvin Beltre# | 3 | 2019-2023 | |
| 71 | Yu Chang# | 3 | 2017-2020 | |
| 71 | Audy Ciriaco | 3 | 2020-2020 | |
| 71 | Matt Davidson | 3 | 2013-2014 | |
| 71 | Wilman Diaz# | 3 | 2025-2025 | |
| 71 | Cole Fontenelle# | 3 | 2025-2025 | |
| 71 | Josh Hood# | 3 | 2026-2026 | |
| 71 | Carter Kieboom# | 3 | 2019-2023 | |
| 71 | David Reaves | 3 | 2016-2016 | |
| 71 | Jonathan Rodriguez | 3 | 2016-2021 | |
| 83 | Chad De La Guerra | 2 | 2019-2023 | |
| 83 | Cam Devanney# | 2 | 2024-2025 | |
| 83 | Alex Erro# | 2 | 2024-2025 | |
| 83 | Juan Francisco | 2 | 2013-2013 | |
| 83 | Cody Freeman# | 2 | 2024-2024 | |
| 83 | Luis Jimenez | 2 | 2013-2013 | |
| 83 | Ryan Johnson# | 2 | 2025-2026 | |
| 83 | Kobe Kato# | 2 | 2024-2025 | |
| 83 | Jonathan Meyer | 2 | 2014-2016 | |
| 83 | Coco Montes# | 2 | 2023-2026 | |
| 83 | Connor Narron | 2 | 2016-2016 | |
| 83 | Nick Noonan | 2 | 2014-2018 | |
| 83 | Noah Perio | 2 | 2021-2021 | |
| 83 | D.J. Peterson | 2 | 2015-2023 | |
| 83 | Leonardo Rivas# | 2 | 2020-2026 | |
| 83 | Deibinson Romero | 2 | 2013-2015 | |
| 83 | Jose Tena# | 2 | 2022-2023 | |
| 83 | Sterlin Thompson# | 2 | 2022-2022 |
