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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 | Thomas Milone# | 58 | 2017-2024 | |
| 3 | Cal Jones | 55 | 2018-2021 | |
| 4 | Bladimir Restituyo# | 44 | 2022-2025 | |
| 5 | Jay Gonzalez | 38 | 2017-2023 | |
| 6 | Lazaro Armenteros# | 35 | 2021-2023 | |
| 6 | Dylan Campbell# | 35 | 2025-2025 | |
| 8 | Kenedy Corona# | 33 | 2024-2025 | |
| 9 | Austin Wates | 29 | 2014-2015 | |
| 10 | Douglas Hodo III# | 27 | 2022-2025 | |
| 11 | Casey Golden | 25 | 2020-2021 | |
| 12 | LeDarious Clark# | 24 | 2018-2024 | |
| 12 | Daniel Montano# | 24 | 2021-2025 | |
| 14 | Evan Alexander# | 22 | 2019-2025 | |
| 14 | Ramiro Rodriguez# | 22 | 2021-2022 | |
| 16 | Jeff Roy | 21 | 2016-2017 | |
| 16 | Stefan Sabol | 21 | 2013-2017 | |
| 18 | Korry Howell# | 19 | 2020-2022 | |
| 19 | Rhylan Thomas# | 17 | 2023-2025 | |
| 20 | Ian Miller | 16 | 2017-2019 | |
| 21 | Garrett Whitley# | 15 | 2016-2023 | |
| 22 | Jaylen Ferguson# | 14 | 2020-2023 | |
| 22 | Tyler Horan | 14 | 2015-2017 | |
| 22 | Yonathan Perlaza# | 14 | 2024-2025 | |
| 22 | Dillon Thomas | 14 | 2013-2019 | |
| 26 | Kentrell Dewitt | 13 | 2013-2017 | |
| 26 | Cade Fergus# | 13 | 2025-2025 | |
| 26 | Desmond Lindsay | 13 | 2019-2022 | |
| 26 | Nick Plummer# | 13 | 2019-2024 | |
| 26 | Keenyn Walker | 13 | 2013-2015 | |
| 31 | Joe Gray Jr.# | 12 | 2022-2025 | |
| 31 | Corey Julks# | 12 | 2019-2021 | |
| 31 | Thomas Sosa# | 12 | 2025-2025 | |
| 31 | Nelson Velazquez# | 12 | 2022-2023 | |
| 35 | Jayce Boyd | 11 | 2013-2017 | |
| 35 | Maikis de la Cruz | 11 | 2019-2019 | |
| 35 | Anthony Jimenez | 11 | 2019-2021 | |
| 35 | Javier Sanoja# | 11 | 2024-2025 | |
| 39 | Jeff Hendrix | 10 | 2018-2021 | |
| 39 | Jacob Sanford | 10 | 2022-2023 | |
| 41 | Rell Allen | 9 | 2013-2016 | |
| 41 | Zac Law | 9 | 2019-2022 | |
| 41 | George Springer# | 9 | 2014-2014 | |
| 41 | Daniel Sweet | 9 | 2018-2018 | |
| 41 | Kyri Washington | 9 | 2018-2020 | |
| 41 | Jadamion Williams | 9 | 2013-2016 | |
| 47 | Antonio Arias | 8 | 2020-2021 | |
| 47 | Andrew Calica | 8 | 2017-2018 | |
| 47 | Taiwan Easterling | 8 | 2013-2016 | |
| 47 | Rowdey Jordan# | 8 | 2022-2025 | |
| 47 | Tate Matheny | 8 | 2016-2022 | |
| 47 | Johnny Rizer# | 8 | 2021-2025 | |
| 47 | Daniel Spingola | 8 | 2016-2018 | |
| 47 | Justice Thompson# | 8 | 2024-2025 | |
| 55 | Tayler Aguilar# | 7 | 2023-2024 | |
| 55 | Victor Arias# | 7 | 2025-2025 | |
| 55 | Jeremy De La Rosa# | 7 | 2023-2025 | |
| 55 | Jonathan Murphy | 7 | 2016-2016 | |
| 55 | Jacob Robson# | 7 | 2023-2023 | |
| 60 | Barrett Barnes | 6 | 2014-2017 | |
| 60 | Shane Carrier | 6 | 2020-2021 | |
| 60 | Trejyn Fletcher# | 6 | 2024-2025 | |
| 60 | C.J. McElroy | 6 | 2014-2017 | |
| 60 | Satchel McElroy | 6 | 2019-2019 | |
| 65 | Glynn Davis | 5 | 2015-2018 | |
| 65 | Chris Ellison | 5 | 2014-2017 | |
| 65 | Jake Fincher | 5 | 2017-2017 | |
| 65 | Clint Frazier | 5 | 2015-2016 | |
| 65 | Oscar Gonzalez# | 5 | 2021-2021 | |
| 65 | Jared King | 5 | 2017-2017 | |
| 65 | Luis Liberato# | 5 | 2018-2019 | |
| 65 | Brock Lundquist# | 5 | 2019-2024 | |
| 65 | Ian Parmley | 5 | 2013-2019 | |
| 65 | Jake Peevyhouse | 5 | 2016-2017 | |
| 65 | Micah Pries# | 5 | 2022-2023 | |
| 65 | Corey Rosier# | 5 | 2023-2025 | |
| 65 | Nick Shumpert | 5 | 2018-2018 | |
| 65 | Cameron Warren | 5 | 2020-2023 | |
| 79 | Cole Billingsley | 4 | 2019-2020 | |
| 79 | Brock Jones# | 4 | 2022-2025 | |
| 79 | Robby Martin# | 4 | 2024-2025 | |
| 79 | Nick Morabito# | 4 | 2025-2025 | |
| 79 | Isaiah Pasteur | 4 | 2021-2022 | |
| 79 | Darien Tubbs | 4 | 2018-2018 | |
| 79 | Joe Tuschak | 4 | 2014-2014 | |
| 86 | Tom Belza | 3 | 2013-2015 | |
| 86 | Dalton Blaser | 3 | 2017-2019 | |
| 86 | Eleardo Cabrera | 3 | 2019-2020 | |
| 86 | Ashford Fulmer | 3 | 2018-2019 | |
| 86 | Wendell Marrero# | 3 | 2024-2024 | |
| 86 | Terrance Robertson | 3 | 2017-2021 | |
| 86 | Madison Santos# | 3 | 2022-2024 | |
| 86 | Edward Sappelt | 3 | 2015-2016 | |
| 86 | Dwight Smith Jr. | 3 | 2013-2016 | |
| 86 | Jared Thomas# | 3 | 2025-2025 | |
| 86 | Joey Wiemer# | 3 | 2023-2023 | |
| 97 | Lane Adams | 2 | 2015-2015 | |
| 97 | Greifer Andrade# | 2 | 2019-2025 | |
| 97 | Alex Bautista | 2 | 2017-2017 | |
| 97 | Justin Connell# | 2 | 2021-2022 |
