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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | SB | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Harry Machi | 99 | 2073-2079 | |
| 2 | Josh Smith | 64 | 2017-2018 | |
| 3 | Adrian Rondon | 52 | 2017-2019 | |
| 4 | Quincy Behan# | 49 | 2098-2098 | |
| 5 | Rick Ford | 48 | 2058-2062 | |
| 6 | Jose Hernandez | 47 | 2048-2048 | |
| 7 | Jose Velez | 45 | 2071-2071 | |
| 8 | Alex Ramirez | 41 | 2063-2064 | |
| 9 | Shawn O'Malley | 40 | 2009-2010 | |
| 10 | Olav Wennekes | 39 | 2019-2021 | |
| 11 | Jacob Amaya | 38 | 2022-2024 | |
| 12 | Gene Edson | 36 | 2027-2028 | |
| 12 | Jose Luque | 36 | 2074-2074 | |
| 14 | Engelb Vielma | 35 | 2015-2015 | |
| 14 | Matt Young | 35 | 2081-2082 | |
| 16 | Esteban Sanchez | 34 | 2041-2042 | |
| 17 | Mike Gibson | 33 | 2030-2030 | |
| 18 | Ricky Cwikla | 32 | 2072-2072 | |
| 18 | Junior Lake | 32 | 2010-2011 | |
| 18 | Eduardo Nunez | 32 | 2006-2013 | |
| 18 | Monfre Poas | 32 | 2023-2023 | |
| 18 | Anthony Stevens | 32 | 2034-2034 | |
| 23 | Orlando Arcia* | 31 | 2014-2014 | |
| 23 | George Hopper | 31 | 2044-2047 | |
| 23 | Tommy Reali | 31 | 2023-2024 | |
| 26 | Nimulodi Adebayo | 30 | 2057-2071 | |
| 26 | Ken Edwards | 30 | 2065-2065 | |
| 26 | Tyler Pastornicky | 30 | 2009-2010 | |
| 26 | Jose Pirela | 30 | 2010-2015 | |
| 26 | Robbie Settle | 30 | 2043-2051 | |
| 31 | Marco Ruiz | 29 | 2067-2074 | |
| 32 | Juan Castaneda | 27 | 2022-2022 | |
| 32 | Ray Cunningham | 27 | 2074-2075 | |
| 32 | Ismael Salazar | 27 | 2070-2070 | |
| 32 | Steve Tolleson | 27 | 2006-2015 | |
| 36 | James Craib# | 26 | 2093-2094 | |
| 36 | Tommy Gallant# | 26 | 2093-2093 | |
| 36 | Dixon Machado | 26 | 2012-2022 | |
| 36 | Luis Ramirez | 26 | 2055-2057 | |
| 40 | Arismendy Alcantara | 25 | 2012-2012 | |
| 40 | Vicente Pastor | 25 | 2064-2068 | |
| 40 | Jose Sanchez | 25 | 2078-2080 | |
| 40 | Zivon Yablokov | 25 | 2024-2025 | |
| 44 | Kevin Bradley | 24 | 2016-2018 | |
| 44 | Alen Hanson | 24 | 2013-2013 | |
| 44 | Christopher Quintin | 24 | 2021-2022 | |
| 47 | Jim Bartle# | 23 | 2088-2091 | |
| 47 | Justin Crow | 23 | 2026-2040 | |
| 47 | Brian Dozier | 23 | 2010-2011 | |
| 47 | Travis Horton | 23 | 2023-2024 | |
| 47 | Ben Shipley | 23 | 2047-2053 | |
| 52 | Tim Beckham | 22 | 2010-2015 | |
| 52 | Omar Flores | 22 | 2053-2055 | |
| 52 | Bobby Hermosillo | 22 | 2082-2082 | |
| 52 | Marco Hernandez | 22 | 2014-2014 | |
| 52 | Fernando Infante | 22 | 2052-2053 | |
| 52 | Bob Kelley | 22 | 2029-2030 | |
| 52 | Berry Martin | 22 | 2048-2048 | |
| 52 | Xavier Montes# | 22 | 2090-2091 | |
| 52 | Mark Murphy# | 22 | 2092-2094 | |
| 52 | Cody Starnes | 22 | 2024-2024 | |
| 62 | Elias Calonge | 21 | 2072-2077 | |
| 62 | Tom Hirneisen | 21 | 2036-2044 | |
| 62 | Levi Michael | 21 | 2012-2014 | |
| 65 | Mitch Ceballos | 20 | 2060-2061 | |
| 65 | Eric Duprey | 20 | 2050-2053 | |
| 65 | Matthew Randall# | 20 | 2093-2098 | |
| 68 | Joel Bradshaw | 19 | 2033-2034 | |
| 68 | Roberto Ramos | 19 | 2040-2041 | |
| 70 | Alex Alaniz | 18 | 2041-2041 | |
| 70 | Bobby Carter | 18 | 2062-2067 | |
| 70 | Francisco Cuaron | 18 | 2027-2027 | |
| 70 | Joshua Dewitt | 18 | 2077-2077 | |
| 70 | Oskar Foss | 18 | 2067-2067 | |
| 70 | Yadiel Rivera | 18 | 2013-2014 | |
| 70 | Wilfredo Tovar | 18 | 2010-2016 | |
| 77 | Justin Bohn | 17 | 2014-2015 | |
| 77 | Josh Gilmore | 17 | 2084-2089 | |
| 77 | Dave McNamara | 17 | 2073-2074 | |
| 77 | Scott Phelps | 17 | 2053-2053 | |
| 77 | Sal Rocha | 17 | 2054-2054 | |
| 77 | Martin Rodriquez | 17 | 2024-2025 | |
| 77 | Danny Santana | 17 | 2012-2014 | |
| 77 | Piet van Rhijn | 17 | 2046-2055 | |
| 85 | Javier Baez | 16 | 2012-2013 | |
| 85 | Aaron Familia | 16 | 2020-2020 | |
| 85 | Greg Gaylor | 16 | 2039-2039 | |
| 85 | Jim Haskamp | 16 | 2025-2025 | |
| 85 | Osvaldo Martinez | 16 | 2007-2009 | |
| 90 | J.P. Crawford | 15 | 2014-2015 | |
| 90 | Galterio Donadoni | 15 | 2022-2023 | |
| 90 | Matt Fredrick | 15 | 2029-2029 | |
| 90 | Chris Gay# | 15 | 2091-2091 | |
| 90 | Kevin Newman | 15 | 2016-2017 | |
| 95 | Walt Baranyi# | 14 | 2098-2098 | |
| 95 | Alex Bertolini | 14 | 2044-2044 | |
| 95 | Ryan Bishop | 14 | 2037-2044 | |
| 95 | Sam Bradshaw | 14 | 2066-2066 | |
| 95 | Javy Cerda | 14 | 2038-2039 | |
| 95 | Jose Ciccarello | 14 | 2019-2020 |
