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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Juan Medina | 6.80 | 2006 | |
| 2 | Brent Lackey | 6.74 | 2025 | |
| 3 | Josh Rastatter | 6.60 | 2024 | |
| 4 | Luke Deery | 6.35 | 2032 | |
| 5 | Ryan Garland | 5.84 | 2022 | |
| 6 | Celso Cubilheira | 5.82 | 2025 | |
| 7 | Blake Sanderson | 5.74 | 2040 | |
| 8 | Amos Badali | 5.68 | 2035 | |
| 9 | Justin Eddy | 5.65 | 2034 | |
| 10 | Germain Ulleri | 5.48 | 2035 | |
| 11 | Bob Pierce | 5.42 | 2021 | |
| 12 | Joe McGrane | 5.37 | 2033 | |
| 12 | Matt Rowland | 5.37 | 2016 | |
| 14 | Manny Boler | 5.35 | 2013 | |
| 15 | Luis Aguilar | 5.31 | 2010 | |
| 15 | Brian Boyer | 5.31 | 2031 | |
| 15 | Dickie Pierce# | 5.31 | 2047 | |
| 18 | John Hertzog | 5.25 | 2033 | |
| 19 | Kyle White | 5.23 | 2025 | |
| 19 | Miles Hill | 5.23 | 2018 | |
| 21 | John Hertzog | 5.18 | 2031 | |
| 22 | Max Parrillo | 5.16 | 2005 | |
| 23 | Storm Ellis# | 5.15 | 2047 | |
| 24 | Chris Bainbridge | 5.11 | 2031 | |
| 25 | Karl Hougardy | 5.04 | 2028 | |
| 25 | Mitch Marsh | 5.04 | 2023 | |
| 27 | Luis Aguilar | 5.01 | 2007 | |
| 28 | Rusty Dupree | 4.97 | 2004 | |
| 29 | Lee Mudra | 4.96 | 2021 | |
| 30 | Chris Gibbons | 4.91 | 2034 | |
| 31 | Joey Robinson | 4.90 | 2025 | |
| 32 | Armon King | 4.84 | 2037 | |
| 33 | Luis Alanis | 4.80 | 2004 | |
| 34 | Justin Skiff | 4.79 | 2022 | |
| 35 | Hector Fernandez | 4.78 | 2024 | |
| 36 | Joe Marble | 4.77 | 2013 | |
| 37 | Ryan Bilotta | 4.75 | 2010 | |
| 38 | Alfredo Villaman | 4.74 | 2004 | |
| 39 | Brandon Wright# | 4.68 | 2049 | |
| 39 | Noah Duff# | 4.68 | 2040 | |
| 41 | Van Cillo | 4.65 | 2040 | |
| 42 | Josh Wingard | 4.64 | 2006 | |
| 42 | Tanner Nelson | 4.64 | 2012 | |
| 44 | Ignacio Parra | 4.63 | 2012 | |
| 44 | Jesse Armstrong | 4.63 | 2026 | |
| 46 | Vic Archer | 4.61 | 2023 | |
| 46 | Jake Hoskins | 4.61 | 2010 | |
| 48 | Dennie Knapp | 4.59 | 2036 | |
| 49 | Luis Valles | 4.58 | 2009 | |
| 50 | Kevin Messner | 4.53 | 2007 | |
| 51 | Jamal Jackson | 4.52 | 2011 | |
| 51 | Mike Grubb | 4.52 | 2024 | |
| 53 | Harry McClary# | 4.50 | 2049 | |
| 53 | David Peterson | 4.50 | 2014 | |
| 55 | Ken Amodei | 4.45 | 2016 | |
| 56 | Paul Crowder | 4.43 | 2033 | |
| 57 | Nate Conston | 4.40 | 2034 | |
| 57 | Amos Badali | 4.40 | 2037 | |
| 59 | Norm Watkins | 4.39 | 2008 | |
| 59 | Zane Tharp | 4.39 | 2036 | |
| 61 | Santiago Siri | 4.38 | 2036 | |
| 62 | Daron Brandon# | 4.36 | 2045 | |
| 62 | Eddie Chamorro | 4.36 | 2022 | |
| 62 | Sebastian Osterland | 4.36 | 2033 | |
| 65 | Ryder Andersen# | 4.35 | 2049 | |
| 66 | Max Parrillo | 4.33 | 2007 | |
| 66 | Brian Dimond | 4.33 | 2033 | |
| 68 | Jacob Shaver | 4.30 | 2012 | |
| 68 | Jim Kozak | 4.30 | 2023 | |
| 70 | George O'Brien | 4.22 | 2010 | |
| 70 | Bill Strachan | 4.22 | 2019 | |
| 72 | Rodolfo Cadilhe | 4.21 | 2004 | |
| 72 | David Peterson | 4.21 | 2009 | |
| 74 | Oliver Combs# | 4.20 | 2049 | |
| 75 | Odon Gil# | 4.18 | 2044 | |
| 76 | Luis Cabrera | 4.16 | 2028 | |
| 76 | John Taylor | 4.16 | 2016 | |
| 78 | Husain Robinson | 4.15 | 2040 | |
| 78 | Juan Madrigal | 4.15 | 2007 | |
| 80 | Jonathan Ortega | 4.14 | 2027 | |
| 81 | Andres Moralez | 4.11 | 2030 | |
| 81 | Bobby Gomez | 4.11 | 2035 | |
| 81 | Mark Kerr | 4.11 | 2020 | |
| 84 | Gilherme Curry | 4.08 | 2025 | |
| 84 | Jim Kozak | 4.08 | 2022 | |
| 84 | Kevin Holt | 4.08 | 2008 | |
| 87 | Jon LaChance | 4.07 | 2005 | |
| 88 | Germain Ulleri | 4.06 | 2036 | |
| 89 | Gilherme Curry | 4.05 | 2026 | |
| 89 | Rogelio Rosales | 4.05 | 2009 | |
| 91 | Dave Serwatka | 4.04 | 2023 | |
| 91 | Paul Crowder | 4.04 | 2036 | |
| 93 | David McQuade | 4.03 | 2019 | |
| 94 | Heriberto Carrillo | 4.02 | 2020 | |
| 94 | Esteban Molina | 4.02 | 2030 | |
| 96 | Wendell Albrecht | 4.01 | 2035 | |
| 96 | Rusty Dupree | 4.01 | 2007 | |
| 98 | Josh Ecklund | 3.98 | 2011 | |
| 99 | Giobbe Ribeirete | 3.96 | 2017 | |
| 99 | Adam Brown | 3.96 | 2021 |
