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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Tyson Bass | 4.82 | 2010 | |
| 2 | Jon Madrigal | 4.75 | 2005 | |
| 3 | Roberto Rodriquez | 4.73 | 2017 | |
| 4 | Montel Arvizo | 4.62 | 2034 | |
| 5 | Kevin Styck | 4.58 | 2015 | |
| 6 | Gavin Fry | 4.47 | 2009 | |
| 7 | Kaiden Boshears | 4.42 | 2044 | |
| 8 | River Grote# | 4.40 | 2045 | |
| 9 | Travis Fontana | 4.23 | 2015 | |
| 10 | Jermaine Shaw# | 4.22 | 2047 | |
| 11 | Dario Castillo | 4.11 | 2004 | |
| 12 | Edgar Esparza | 4.08 | 2026 | |
| 13 | Yadier Navas | 4.07 | 2037 | |
| 14 | Angel Romo | 3.99 | 2019 | |
| 14 | Guillermo Cortez | 3.99 | 2025 | |
| 16 | Kevin Holly# | 3.98 | 2045 | |
| 17 | Dan Robinson# | 3.89 | 2052 | |
| 18 | Norris Kontz | 3.87 | 2033 | |
| 19 | Jim Leff | 3.86 | 2025 | |
| 20 | Chris Weaver | 3.82 | 2029 | |
| 21 | Edgar Esparza | 3.80 | 2027 | |
| 22 | Jeff Kuta | 3.76 | 2004 | |
| 23 | C.J. Light | 3.69 | 2008 | |
| 24 | Beau Pilger | 3.63 | 2022 | |
| 24 | Jose Correa | 3.63 | 2011 | |
| 26 | Ramon Sanchez* | 3.62 | 2010 | |
| 27 | Dylan Wong# | 3.61 | 2048 | |
| 28 | Bob Delgado | 3.60 | 2029 | |
| 29 | Jesse McMichael | 3.59 | 2005 | |
| 30 | Ramiro Rodriguez | 3.58 | 2007 | |
| 30 | Dave de la Rosa | 3.58 | 2021 | |
| 32 | Tom Forbes | 3.55 | 2005 | |
| 33 | Tim Leichter | 3.54 | 2018 | |
| 34 | Ken Cartee | 3.53 | 2018 | |
| 35 | Leo Compian | 3.52 | 2016 | |
| 36 | Derek Aguirre | 3.49 | 2031 | |
| 37 | Steve Vandenberg | 3.45 | 2013 | |
| 38 | Matt Krodel# | 3.43 | 2049 | |
| 39 | Diego Almonte | 3.42 | 2033 | |
| 40 | Mason Pavone | 3.37 | 2039 | |
| 41 | Aiden Allen | 3.34 | 2020 | |
| 42 | Jason Jarman# | 3.33 | 2047 | |
| 43 | Eric Brewster | 3.30 | 2044 | |
| 43 | Ryan McIntyre | 3.30 | 2023 | |
| 45 | Roberto Ruiz | 3.29 | 2019 | |
| 45 | Joe Mooney | 3.29 | 2010 | |
| 47 | Franklin Lopez | 3.28 | 2024 | |
| 47 | Jesse Warren | 3.28 | 2014 | |
| 49 | Antonio Pena | 3.27 | 2011 | |
| 50 | Jeff Hiatt | 3.26 | 2006 | |
| 50 | Woody Edmundson | 3.26 | 2046 | |
| 52 | Javier Castillo | 3.24 | 2006 | |
| 52 | Brian Snider | 3.24 | 2007 | |
| 52 | Urso Cardona# | 3.24 | 2042 | |
| 52 | Mark Bretz | 3.24 | 2005 | |
| 52 | Joe O'Bryant | 3.24 | 2018 | |
| 57 | Quincy Owens# | 3.23 | 2043 | |
| 58 | Ball Summers | 3.17 | 2036 | |
| 59 | Bobby Rice | 3.16 | 2016 | |
| 59 | Victor Hernandez | 3.16 | 2033 | |
| 61 | Chris Maloney | 3.15 | 2013 | |
| 61 | Des Galindo# | 3.15 | 2047 | |
| 63 | Carlos Campos | 3.14 | 2017 | |
| 63 | Blake Davis | 3.14 | 2018 | |
| 65 | Joey Palmer | 3.12 | 2032 | |
| 66 | Roberto Valdez | 3.11 | 2030 | |
| 67 | Jace Gray | 3.09 | 2043 | |
| 67 | Justin McArthur | 3.09 | 2016 | |
| 67 | Jayden Jackson | 3.09 | 2008 | |
| 67 | Fernando Urroz | 3.09 | 2015 | |
| 67 | David Dunbar | 3.09 | 2016 | |
| 72 | Chad Mattson# | 3.06 | 2047 | |
| 72 | Josh Hunt | 3.06 | 2020 | |
| 74 | Keith Peck | 3.05 | 2039 | |
| 74 | Bobby Perez | 3.05 | 2024 | |
| 76 | Ryan Winston | 3.04 | 2021 | |
| 76 | Ruben Morin | 3.04 | 2012 | |
| 78 | Stewie McGovern | 3.01 | 2039 | |
| 79 | Rafael Larios | 2.98 | 2012 | |
| 80 | Jon Carrillo | 2.97 | 2015 | |
| 81 | Alan Harrah | 2.96 | 2006 | |
| 82 | Humberto Padilla | 2.95 | 2021 | |
| 83 | Matt Campbell | 2.94 | 2004 | |
| 83 | Eric Gehrke | 2.94 | 2037 | |
| 85 | Paços Shearman | 2.93 | 2019 | |
| 86 | Stewie McGovern | 2.91 | 2038 | |
| 86 | Dan Adams | 2.91 | 2013 | |
| 86 | Josh Lear | 2.91 | 2019 | |
| 89 | Santiago Santillan | 2.90 | 2011 | |
| 90 | Kevin Lichtenstein | 2.89 | 2030 | |
| 90 | Pablo Varela | 2.89 | 2028 | |
| 92 | John Larson | 2.88 | 2007 | |
| 92 | Billy Bosques | 2.88 | 2019 | |
| 94 | Roberto Ayala# | 2.87 | 2047 | |
| 95 | Elijah Mankiller | 2.85 | 2033 | |
| 95 | Luis Magana | 2.85 | 2028 | |
| 97 | Pablo Aguirre | 2.84 | 2047 | |
| 98 | Matt Krodel# | 2.83 | 2050 | |
| 99 | Ahmad Jones# | 2.82 | 2051 | |
| 100 | Luis Ventura | 2.81 | 2007 |
