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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | SB | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Kyle Wren | 41 | 2015-2015 | |
| 2 | Neyfy Castillo# | 27 | 2022-2024 | |
| 3 | Raynel Delgado# | 20 | 2022-2024 | |
| 4 | Roemon Fields | 19 | 2017-2019 | |
| 5 | Caleb Cali# | 18 | 2025-2025 | |
| 6 | Pablo Olivares | 16 | 2020-2021 | |
| 7 | Riley Mahan# | 14 | 2018-2024 | |
| 7 | Shane McGuire# | 14 | 2024-2025 | |
| 7 | Jacob Melton# | 14 | 2023-2023 | |
| 10 | Carter Aldrete# | 12 | 2022-2025 | |
| 10 | Brady Whalen# | 12 | 2022-2025 | |
| 12 | Angelys Nina | 10 | 2013-2013 | |
| 13 | Nick Biddison# | 9 | 2023-2025 | |
| 14 | Jay Beshears# | 8 | 2023-2025 | |
| 14 | Jim Haley# | 8 | 2018-2020 | |
| 14 | Wilfred Veras# | 8 | 2024-2025 | |
| 17 | Cuba Bess# | 7 | 2024-2025 | |
| 17 | Deacon Liput | 7 | 2020-2023 | |
| 19 | Aaron Ackerman | 6 | 2019-2021 | |
| 19 | J.R. Davis | 6 | 2019-2021 | |
| 19 | Thomas Francisco# | 6 | 2023-2025 | |
| 19 | Jacob Gonzalez# | 6 | 2022-2025 | |
| 19 | Correlle Prime | 6 | 2017-2017 | |
| 24 | Marcus Greene Jr. | 5 | 2015-2021 | |
| 24 | Bradley Jones | 5 | 2018-2023 | |
| 24 | Matt Kroon# | 5 | 2020-2020 | |
| 24 | Travis Moniot# | 5 | 2019-2025 | |
| 24 | Jordan Paroubeck | 5 | 2018-2018 | |
| 24 | Jonathan Rodriguez | 5 | 2014-2015 | |
| 30 | David Chester | 4 | 2013-2016 | |
| 30 | Ti'quan Forbes# | 4 | 2022-2023 | |
| 30 | Cole Lankford | 4 | 2016-2017 | |
| 30 | Smerling Lantigua | 4 | 2017-2017 | |
| 30 | Grant Lavigne# | 4 | 2019-2022 | |
| 30 | David Olmedo-Barrera | 4 | 2019-2021 | |
| 30 | Preston Palmeiro | 4 | 2020-2023 | |
| 30 | Aaron Sabato# | 4 | 2023-2025 | |
| 38 | Cody Bellinger# | 3 | 2017-2017 | |
| 38 | Anthony Bemboom# | 3 | 2019-2019 | |
| 38 | Bernabe Camargo | 3 | 2018-2020 | |
| 38 | Matt Coutney# | 3 | 2024-2024 | |
| 38 | Devin Davis | 3 | 2016-2020 | |
| 38 | Jordan Diaz# | 3 | 2022-2023 | |
| 38 | Jerry Downs | 3 | 2017-2019 | |
| 38 | Lucas Dunn# | 3 | 2023-2025 | |
| 38 | Yeison Hernandez | 3 | 2014-2016 | |
| 38 | Trey Lipscomb# | 3 | 2023-2025 | |
| 38 | Chris Meyers# | 3 | 2023-2023 | |
| 38 | Julio Morillo | 3 | 2014-2016 | |
| 38 | Nic Ready | 3 | 2020-2022 | |
| 38 | Matt Shortall | 3 | 2016-2016 | |
| 38 | Steven Souza Jr. | 3 | 2013-2013 | |
| 38 | Blake Wiggins | 3 | 2020-2021 | |
| 38 | Brett Wiley | 3 | 2015-2015 | |
| 55 | Angel Aguilar | 2 | 2018-2019 | |
| 55 | Nate Baez# | 2 | 2025-2025 | |
| 55 | Joey Gallo# | 2 | 2013-2014 | |
| 55 | Casey Gillaspie | 2 | 2016-2016 | |
| 55 | DJ Gladney# | 2 | 2022-2025 | |
| 55 | Chris Hess | 2 | 2019-2022 | |
| 55 | Juan Kelly | 2 | 2018-2020 | |
| 55 | Logan Moore | 2 | 2014-2016 | |
| 55 | Hunter Newman | 2 | 2017-2018 | |
| 55 | John Nogowski | 2 | 2018-2018 | |
| 55 | Jake Noll# | 2 | 2019-2024 | |
| 55 | Rainer Nunez# | 2 | 2024-2025 | |
| 55 | Shawn Pleffner | 2 | 2013-2018 | |
| 55 | Pierce Rankin | 2 | 2013-2013 | |
| 55 | Sean Reynolds# | 2 | 2020-2022 | |
| 55 | J.J. Robinson | 2 | 2019-2023 | |
| 55 | Yorman A. Rodriguez# | 2 | 2020-2021 | |
| 55 | Jeremy Schaffer | 2 | 2015-2016 | |
| 55 | Peyton Stovall# | 2 | 2025-2025 | |
| 55 | McCarthy Tatum# | 2 | 2021-2025 | |
| 55 | Jesus Valdez | 2 | 2014-2016 | |
| 55 | Mitchell Walding | 2 | 2013-2022 | |
| 77 | John Aiello# | 1 | 2020-2022 | |
| 77 | Richard Amion | 1 | 2015-2016 | |
| 77 | Joshua Banuelos | 1 | 2016-2017 | |
| 77 | Seth Brown# | 1 | 2016-2019 | |
| 77 | Hendrik Clementina# | 1 | 2020-2025 | |
| 77 | Terence Connelly | 1 | 2019-2019 | |
| 77 | Evan Edwards# | 1 | 2022-2023 | |
| 77 | Ryan Fitzpatrick | 1 | 2019-2019 | |
| 77 | Rudy Flores | 1 | 2015-2018 | |
| 77 | Will Frizzell# | 1 | 2022-2022 | |
| 77 | Ronnie Gideon | 1 | 2017-2020 | |
| 77 | Rodger Green | 1 | 2013-2014 | |
| 77 | Ryan Higgins# | 1 | 2023-2025 | |
| 77 | Wade Hinkle | 1 | 2015-2016 | |
| 77 | Bobby Honeyman | 1 | 2022-2022 | |
| 77 | David Jacob# | 1 | 2018-2025 | |
| 77 | Mac James | 1 | 2017-2023 | |
| 77 | Grant Kay | 1 | 2016-2018 | |
| 77 | Sam Kulasingam# | 1 | 2025-2025 | |
| 77 | Tyler Lancaster | 1 | 2017-2018 | |
| 77 | Christopher Lashmet | 1 | 2016-2017 | |
| 77 | Tyler Locklear# | 1 | 2022-2024 | |
| 77 | Kevin Maitan# | 1 | 2019-2025 | |
| 77 | Jeff Malm | 1 | 2013-2015 |
