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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Kevin Shepherd | 4.09 | 2021 | |
| 2 | Chris Glover | 3.72 | 2017 | |
| 3 | Josh Hutchison | 3.64 | 2045 | |
| 4 | Jason Flick# | 3.55 | 2052 | |
| 5 | John McKellar# | 3.40 | 2052 | |
| 6 | Danny Phillips | 3.35 | 2014 | |
| 7 | Eric Swinney | 3.24 | 2022 | |
| 8 | Tyler Clark# | 3.14 | 2051 | |
| 9 | Jonathan Sibiga# | 3.08 | 2060 | |
| 10 | Vinnie Fasnacht# | 3.07 | 2052 | |
| 11 | Jon Funk# | 3.06 | 2053 | |
| 12 | Jarek Domaszewski | 3.02 | 2021 | |
| 13 | Mike Belville | 2.99 | 2036 | |
| 14 | Bernardo Salazar | 2.97 | 2018 | |
| 14 | Bob Ferreira# | 2.97 | 2059 | |
| 16 | Danny Phillips | 2.95 | 2012 | |
| 17 | Jim Willard | 2.89 | 2028 | |
| 18 | Eric Swinney | 2.88 | 2023 | |
| 18 | Bill Grant | 2.88 | 2030 | |
| 20 | Kevin Shepherd | 2.83 | 2023 | |
| 21 | Roberto Moreno | 2.78 | 2023 | |
| 22 | Geoffrey Graham | 2.77 | 2015 | |
| 22 | Bill Perkins | 2.77 | 2039 | |
| 24 | Dustin Pohl | 2.76 | 2050 | |
| 25 | Quincy Littlejohn# | 2.70 | 2057 | |
| 25 | Cecil Dell | 2.70 | 2030 | |
| 27 | John Brooks | 2.65 | 2013 | |
| 27 | Matt Roberson# | 2.65 | 2060 | |
| 27 | Chris Glover | 2.65 | 2016 | |
| 30 | Stephen Allain# | 2.62 | 2054 | |
| 31 | Eric DeLancey | 2.59 | 2042 | |
| 32 | Justin Dixon# | 2.55 | 2059 | |
| 33 | Bill Ottinger | 2.54 | 2031 | |
| 33 | Ray Clark | 2.54 | 2015 | |
| 33 | Jason Flick# | 2.54 | 2053 | |
| 36 | Kevin Shepherd | 2.53 | 2022 | |
| 37 | Eli Neff# | 2.52 | 2059 | |
| 37 | Bob Ferreira# | 2.52 | 2060 | |
| 37 | Nick Hill | 2.52 | 2048 | |
| 40 | Jon Davis | 2.48 | 2021 | |
| 41 | Jim Willard | 2.46 | 2029 | |
| 42 | Alan Hurt | 2.45 | 2014 | |
| 43 | Bill Grant | 2.44 | 2028 | |
| 44 | Bill Grant | 2.43 | 2029 | |
| 44 | Howard Yankovich | 2.43 | 2040 | |
| 44 | George Davis | 2.43 | 2027 | |
| 47 | Sam Corson# | 2.40 | 2060 | |
| 48 | Norberto Rivera | 2.37 | 2028 | |
| 49 | Nick Harrison | 2.33 | 2048 | |
| 50 | Bernardo Salazar | 2.32 | 2017 | |
| 50 | Dave Dimond | 2.32 | 2042 | |
| 52 | Tyler Clark# | 2.29 | 2052 | |
| 53 | Vinnie Fasnacht# | 2.28 | 2053 | |
| 53 | Juan Colon | 2.28 | 2053 | |
| 55 | Francisco Sáenz | 2.27 | 2012 | |
| 55 | Josh Calais | 2.27 | 2044 | |
| 55 | Vinnie Fasnacht# | 2.27 | 2051 | |
| 58 | Júlio Rivera | 2.26 | 2019 | |
| 58 | Nick Ellis# | 2.26 | 2059 | |
| 58 | Mike Belville | 2.26 | 2035 | |
| 61 | Brad Ankeney | 2.25 | 2046 | |
| 61 | Pablo Ríos | 2.25 | 2018 | |
| 63 | Dave Dimond | 2.24 | 2041 | |
| 64 | Eric Rice | 2.23 | 2013 | |
| 65 | Ramiro Zabaleta# | 2.20 | 2056 | |
| 66 | George Davis | 2.19 | 2025 | |
| 66 | Tyler Clark# | 2.19 | 2053 | |
| 68 | Carlos Campos | 2.18 | 2018 | |
| 68 | Gabe Berzins | 2.18 | 2045 | |
| 70 | Devin West | 2.17 | 2031 | |
| 71 | Vicente Burgos | 2.15 | 2016 | |
| 72 | Sam Corson# | 2.14 | 2059 | |
| 72 | Eric Swinney | 2.14 | 2024 | |
| 74 | Yodo Hamamoto# | 2.12 | 2058 | |
| 74 | Shane Lefebvre | 2.12 | 2045 | |
| 76 | Tim Prohaska | 2.11 | 2040 | |
| 77 | Juan Jose Cortéz | 2.10 | 2019 | |
| 78 | Mike Land | 2.08 | 2015 | |
| 79 | Mike Miller# | 2.07 | 2057 | |
| 79 | Jason Flick# | 2.07 | 2051 | |
| 81 | Justin Ish# | 2.06 | 2053 | |
| 81 | Chad Burke# | 2.06 | 2047 | |
| 83 | Jordan Bailey | 2.04 | 2044 | |
| 83 | Matt Roberson# | 2.04 | 2059 | |
| 85 | Matt Flury | 2.03 | 2039 | |
| 86 | Ian Cutter | 2.00 | 2031 | |
| 86 | Quincy Littlejohn# | 2.00 | 2058 | |
| 86 | Joe Mann | 2.00 | 2034 | |
| 89 | Ryan Welch# | 1.99 | 2059 | |
| 90 | Micah Bell# | 1.98 | 2056 | |
| 90 | Júlio Rivera | 1.98 | 2017 | |
| 90 | Freddie Baseball | 1.98 | 2031 | |
| 93 | Dave Dimond | 1.96 | 2040 | |
| 94 | Joey McCarthy# | 1.94 | 2059 | |
| 95 | Howard Yankovich | 1.93 | 2038 | |
| 96 | Félix Herrera | 1.92 | 2020 | |
| 97 | Mike Belville | 1.91 | 2037 | |
| 97 | Eric DeLancey | 1.91 | 2041 | |
| 97 | Dennis Perry | 1.91 | 2031 | |
| 100 | Joseph Matthews | 1.89 | 2019 |
