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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 | Trayvon Robinson | 31 | 2013-2016 | |
| 3 | Chris Pieters | 30 | 2020-2021 | |
| 4 | Jay Gonzalez | 29 | 2018-2023 | |
| 5 | Roman Collins | 28 | 2016-2021 | |
| 6 | Brewer Hicklen# | 27 | 2021-2022 | |
| 7 | Tony Kemp | 26 | 2017-2018 | |
| 8 | Donald Lutz | 24 | 2013-2018 | |
| 8 | Yefri Perez | 24 | 2019-2021 | |
| 10 | Terrance Gore | 23 | 2021-2021 | |
| 11 | Rafael Ortega# | 21 | 2015-2019 | |
| 11 | Keenyn Walker | 21 | 2013-2016 | |
| 13 | Jake Mangum# | 18 | 2022-2022 | |
| 13 | Chris Roller# | 18 | 2024-2024 | |
| 13 | Garrett Whitley# | 18 | 2021-2025 | |
| 16 | Tyler McDonough# | 16 | 2023-2025 | |
| 16 | Leody Taveras# | 16 | 2022-2023 | |
| 18 | Drew Heid | 15 | 2013-2017 | |
| 18 | Alan Roden# | 15 | 2023-2024 | |
| 20 | Logan Hill | 14 | 2018-2022 | |
| 21 | Nelson Velazquez# | 13 | 2022-2023 | |
| 22 | Carlos Vidal# | 12 | 2021-2023 | |
| 23 | Stone Garrett# | 11 | 2019-2021 | |
| 23 | Mark Payton# | 11 | 2016-2018 | |
| 25 | Johnny Field | 10 | 2018-2021 | |
| 25 | Kyle Gaedele | 10 | 2014-2016 | |
| 25 | Anthony Gose# | 10 | 2017-2017 | |
| 25 | Jake Peter | 10 | 2016-2021 | |
| 25 | Matt Vierling# | 10 | 2022-2023 | |
| 30 | Brooks Baldwin# | 9 | 2024-2025 | |
| 30 | Michael Guldberg# | 9 | 2022-2023 | |
| 32 | Jeremy Hazelbaker | 8 | 2016-2016 | |
| 32 | Gregory Polanco# | 8 | 2013-2023 | |
| 32 | Rhylan Thomas# | 8 | 2024-2025 | |
| 35 | Forrestt Allday | 7 | 2014-2019 | |
| 35 | Barrett Barnes | 7 | 2015-2022 | |
| 35 | Conner Capel# | 7 | 2020-2025 | |
| 35 | Bryson Smith | 7 | 2013-2016 | |
| 35 | Aneury Tavarez | 7 | 2016-2019 | |
| 35 | Toby Thomas | 7 | 2018-2018 | |
| 35 | Mark Zagunis | 7 | 2020-2020 | |
| 42 | Wilyer Abreu# | 6 | 2023-2023 | |
| 42 | John Andreoli# | 6 | 2021-2025 | |
| 42 | Xavier Avery | 6 | 2013-2019 | |
| 42 | Julio Borbon | 6 | 2016-2017 | |
| 42 | Carlos Cortes# | 6 | 2020-2022 | |
| 42 | Michael Hermosillo# | 6 | 2023-2023 | |
| 42 | Brennon Lund | 6 | 2019-2022 | |
| 42 | Alexander Palma | 6 | 2018-2018 | |
| 42 | Luke Raley# | 6 | 2019-2021 | |
| 51 | Corey Brown | 5 | 2013-2013 | |
| 51 | Jameson Fisher | 5 | 2018-2022 | |
| 51 | Lourdes Gurriel Jr.# | 5 | 2017-2018 | |
| 51 | Tyler Hill# | 5 | 2024-2025 | |
| 55 | Khris Davis | 4 | 2013-2013 | |
| 55 | Juan Duran | 4 | 2015-2024 | |
| 55 | Zach Gibbons | 4 | 2019-2019 | |
| 55 | Brandon Guyer | 4 | 2013-2013 | |
| 55 | Kyle Jensen | 4 | 2016-2018 | |
| 55 | Julio Morban | 4 | 2013-2015 | |
| 55 | Cesar Puello | 4 | 2014-2014 | |
| 55 | Jack Reinheimer | 4 | 2019-2023 | |
| 55 | Moises Sierra | 4 | 2013-2022 | |
| 55 | Ryan Ward# | 4 | 2022-2024 | |
| 65 | Alexander Canario# | 3 | 2024-2025 | |
| 65 | Zac Fish | 3 | 2016-2017 | |
| 65 | T.J. Friedl# | 3 | 2019-2024 | |
| 65 | Matt Juengel | 3 | 2018-2018 | |
| 65 | Ty Moore | 3 | 2018-2019 | |
| 65 | Matt Murton | 3 | 2017-2017 | |
| 65 | Tyler Neslony# | 3 | 2018-2023 | |
| 72 | Billy Burns | 2 | 2014-2021 | |
| 72 | Lawrence Butler# | 2 | 2022-2023 | |
| 72 | Andrew Cain | 2 | 2013-2013 | |
| 72 | Anthony Concepcion | 2 | 2018-2021 | |
| 72 | Brennen Davis# | 2 | 2024-2024 | |
| 72 | Allan de San Miguel | 2 | 2016-2018 | |
| 72 | Yusniel Diaz# | 2 | 2021-2025 | |
| 72 | Corey Dickerson | 2 | 2013-2013 | |
| 72 | Anthony Garcia# | 2 | 2016-2025 | |
| 72 | Drew Gilbert# | 2 | 2024-2025 | |
| 72 | Jimmy Herron# | 2 | 2021-2025 | |
| 72 | Daniel Johnson# | 2 | 2022-2024 | |
| 72 | Mike Papi# | 2 | 2018-2022 | |
| 72 | Bijan Rademacher | 2 | 2019-2019 | |
| 72 | J.D. Salmon-Williams | 2 | 2020-2020 | |
| 72 | Joe Sever | 2 | 2018-2019 | |
| 72 | Aaron Shipman | 2 | 2015-2017 | |
| 72 | George Springer# | 2 | 2015-2015 | |
| 72 | Jesse Winker# | 2 | 2015-2015 | |
| 91 | Jake Bauers# | 1 | 2017-2023 | |
| 91 | JJ Bleday# | 1 | 2021-2024 | |
| 91 | Auston Bousfield | 1 | 2017-2019 | |
| 91 | Eleardo Cabrera | 1 | 2020-2020 | |
| 91 | Clint Frazier | 1 | 2023-2024 | |
| 91 | Enrique Hernandez# | 1 | 2013-2013 | |
| 91 | Chris Herrmann | 1 | 2013-2016 | |
| 91 | Brock Holt | 1 | 2022-2022 | |
| 91 | Alex Iadisernia# | 1 | 2024-2025 | |
| 91 | Ty Kelly | 1 | 2016-2024 |
