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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | SB | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Demi Orimoloye# | 35 | 2020-2020 | |
| 2 | Kellen Strahm# | 34 | 2023-2026 | |
| 3 | Trayvon Robinson | 31 | 2013-2016 | |
| 4 | Chris Pieters | 30 | 2020-2021 | |
| 5 | Jay Gonzalez | 29 | 2018-2023 | |
| 5 | Chris Roller# | 29 | 2024-2025 | |
| 7 | Roman Collins | 28 | 2016-2021 | |
| 8 | Brewer Hicklen# | 27 | 2021-2022 | |
| 8 | Rhylan Thomas# | 27 | 2024-2026 | |
| 10 | Caleb Durbin# | 26 | 2023-2025 | |
| 10 | Tony Kemp | 26 | 2017-2018 | |
| 12 | Matthew Etzel# | 25 | 2025-2026 | |
| 13 | Donald Lutz | 24 | 2013-2018 | |
| 13 | Yefri Perez | 24 | 2019-2021 | |
| 15 | Terrance Gore | 23 | 2021-2021 | |
| 16 | Cody Milligan# | 22 | 2023-2025 | |
| 16 | Garrett Whitley# | 22 | 2021-2025 | |
| 18 | Rafael Ortega# | 21 | 2015-2019 | |
| 18 | Keenyn Walker | 21 | 2013-2016 | |
| 20 | Jorge Barrosa# | 19 | 2025-2025 | |
| 20 | Luis Gonzalez# | 19 | 2025-2026 | |
| 22 | Jake Mangum# | 18 | 2022-2022 | |
| 23 | Jimmy Herron# | 17 | 2021-2026 | |
| 24 | Tyler McDonough# | 16 | 2023-2026 | |
| 24 | Alejandro Osuna# | 16 | 2025-2025 | |
| 24 | Leody Taveras# | 16 | 2022-2023 | |
| 24 | Bryan Torres# | 16 | 2026-2026 | |
| 28 | Mike Antico# | 15 | 2023-2026 | |
| 28 | Drew Heid | 15 | 2013-2017 | |
| 28 | Alan Roden# | 15 | 2023-2025 | |
| 31 | Logan Hill | 14 | 2018-2022 | |
| 32 | Carson Benge# | 13 | 2026-2026 | |
| 32 | Nelson Velazquez# | 13 | 2022-2023 | |
| 34 | Carlos Vidal# | 12 | 2021-2023 | |
| 35 | Jonah Cox# | 11 | 2026-2026 | |
| 35 | Stone Garrett# | 11 | 2019-2021 | |
| 35 | Mark Payton# | 11 | 2016-2018 | |
| 38 | Johnny Field | 10 | 2018-2021 | |
| 38 | Kyle Gaedele | 10 | 2014-2016 | |
| 38 | Anthony Gose# | 10 | 2017-2017 | |
| 38 | Jake Peter | 10 | 2016-2021 | |
| 38 | Matt Vierling# | 10 | 2022-2023 | |
| 43 | Brooks Baldwin# | 9 | 2024-2025 | |
| 43 | Michael Guldberg# | 9 | 2022-2023 | |
| 45 | J.C. Escarra# | 8 | 2025-2025 | |
| 45 | Jeremy Hazelbaker | 8 | 2016-2016 | |
| 45 | Gregory Polanco | 8 | 2013-2023 | |
| 48 | Forrestt Allday | 7 | 2014-2019 | |
| 48 | Barrett Barnes | 7 | 2015-2022 | |
| 48 | Conner Capel# | 7 | 2020-2025 | |
| 48 | Tyler Hill# | 7 | 2024-2025 | |
| 48 | Bryson Smith | 7 | 2013-2016 | |
| 48 | Aneury Tavarez | 7 | 2016-2019 | |
| 48 | Toby Thomas | 7 | 2018-2018 | |
| 48 | Mark Zagunis | 7 | 2020-2020 | |
| 56 | Wilyer Abreu# | 6 | 2023-2023 | |
| 56 | John Andreoli# | 6 | 2021-2025 | |
| 56 | Xavier Avery | 6 | 2013-2019 | |
| 56 | Julio Borbon | 6 | 2016-2017 | |
| 56 | Carlos Cortes# | 6 | 2020-2022 | |
| 56 | Michael Hermosillo# | 6 | 2023-2026 | |
| 56 | Corey Julks# | 6 | 2026-2026 | |
| 56 | Brennon Lund | 6 | 2019-2022 | |
| 56 | Jake McCarthy# | 6 | 2026-2026 | |
| 56 | Alexander Palma | 6 | 2018-2018 | |
| 56 | Luke Raley# | 6 | 2019-2021 | |
| 67 | Corey Brown | 5 | 2013-2013 | |
| 67 | Ivan Castillo# | 5 | 2024-2026 | |
| 67 | Yusniel Diaz# | 5 | 2021-2025 | |
| 67 | Jameson Fisher | 5 | 2018-2022 | |
| 67 | Drew Gilbert# | 5 | 2024-2026 | |
| 67 | Lourdes Gurriel Jr.# | 5 | 2017-2018 | |
| 73 | Khris Davis | 4 | 2013-2013 | |
| 73 | Juan Duran | 4 | 2015-2024 | |
| 73 | Zach Gibbons | 4 | 2019-2019 | |
| 73 | Brandon Guyer | 4 | 2013-2013 | |
| 73 | Kyle Jensen | 4 | 2016-2018 | |
| 73 | Julio Morban | 4 | 2013-2015 | |
| 73 | Cesar Puello | 4 | 2014-2014 | |
| 73 | Jack Reinheimer | 4 | 2019-2023 | |
| 73 | Hector Rodriguez# | 4 | 2025-2026 | |
| 73 | Moises Sierra | 4 | 2013-2022 | |
| 73 | Ryan Ward# | 4 | 2022-2026 | |
| 84 | Alexander Canario# | 3 | 2024-2025 | |
| 84 | Zac Fish | 3 | 2016-2017 | |
| 84 | T.J. Friedl# | 3 | 2019-2024 | |
| 84 | Anthony Garcia# | 3 | 2016-2025 | |
| 84 | Isiah Gilliam# | 3 | 2025-2026 | |
| 84 | Dom Johnson# | 3 | 2026-2026 | |
| 84 | Matt Juengel | 3 | 2018-2018 | |
| 84 | Thomas Milone# | 3 | 2025-2026 | |
| 84 | Ty Moore | 3 | 2018-2019 | |
| 84 | Matt Murton | 3 | 2017-2017 | |
| 84 | Tyler Neslony# | 3 | 2018-2025 | |
| 84 | Viandel Pena# | 3 | 2025-2026 | |
| 96 | Lazaro Armenteros# | 2 | 2024-2026 | |
| 96 | Billy Burns | 2 | 2014-2021 | |
| 96 | Lawrence Butler# | 2 | 2022-2026 | |
| 96 | Andrew Cain | 2 | 2013-2013 | |
| 96 | Anthony Concepcion | 2 | 2018-2021 |
