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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Jake Fraley# | 5.02 | 2018 | |
| 2 | Jonatan Clase# | 4.86 | 2024 | |
| 3 | Corey Rosier# | 4.39 | 2023 | |
| 4 | Jhonny Santos | 4.29 | 2022 | |
| 5 | Diego Hernandez# | 4.25 | 2024 | |
| 6 | Michael Siani# | 4.15 | 2021 | |
| 7 | Michael Siani# | 4.05 | 2020 | |
| 8 | LeDarious Clark# | 3.84 | 2021 | |
| 9 | Gavin Cross# | 3.73 | 2024 | |
| 10 | Bobby Boyd | 3.70 | 2017 | |
| 11 | Wilderd Patino# | 3.64 | 2023 | |
| 12 | Estevan Florial# | 3.62 | 2019 | |
| 13 | Thomas Milone# | 3.57 | 2024 | |
| 14 | Victor Scott II# | 3.18 | 2025 | |
| 15 | Jakob Marsee# | 3.14 | 2025 | |
| 16 | Benny Montgomery# | 2.93 | 2024 | |
| 17 | Benny Montgomery# | 2.86 | 2025 | |
| 18 | Estevan Florial# | 2.84 | 2018 | |
| 19 | Everson Pereira# | 2.83 | 2022 | |
| 20 | Corbin Carroll# | 2.82 | 2022 | |
| 21 | TJ Hopkins# | 2.81 | 2021 | |
| 22 | Luis Lara# | 2.63 | 2025 | |
| 23 | Ender Inciarte | 2.51 | 2014 | |
| 24 | Brandon Lockridge# | 2.45 | 2019 | |
| 25 | Tyler Austin# | 2.32 | 2014 | |
| 26 | Glynn Davis | 2.28 | 2016 | |
| 27 | Cade Marlowe# | 2.16 | 2022 | |
| 28 | Everson Pereira# | 2.15 | 2023 | |
| 29 | Khalil Lee# | 2.11 | 2020 | |
| 30 | Gavin Cross# | 2.01 | 2023 | |
| 31 | Rafael Ortega# | 1.92 | 2014 | |
| 32 | Taiwan Easterling | 1.86 | 2013 | |
| 33 | Jeff Roy | 1.85 | 2016 | |
| 33 | John Gourley | 1.85 | 2016 | |
| 35 | Brandon Lockridge# | 1.76 | 2020 | |
| 36 | Gabriel Mejia | 1.66 | 2020 | |
| 37 | Max White | 1.64 | 2016 | |
| 37 | Diego Hernandez# | 1.64 | 2023 | |
| 37 | Johan Mieses# | 1.64 | 2019 | |
| 40 | Jake Fraley# | 1.63 | 2019 | |
| 41 | Pat Biondi | 1.61 | 2017 | |
| 41 | Brett Callahan# | 1.61 | 2025 | |
| 43 | Kevin Kilpatrick# | 1.58 | 2025 | |
| 43 | Glynn Davis | 1.58 | 2017 | |
| 45 | Tanner English | 1.57 | 2017 | |
| 46 | D.J. Davis | 1.56 | 2013 | |
| 47 | Jeison Rosario# | 1.45 | 2023 | |
| 48 | Benny Montgomery# | 1.39 | 2023 | |
| 49 | D'Andre Toney | 1.26 | 2013 | |
| 49 | Stuart Fairchild# | 1.26 | 2019 | |
| 51 | Josciel Veras | 1.25 | 2018 | |
| 52 | Mason Williams | 1.22 | 2014 | |
| 53 | Pat Biondi | 1.12 | 2015 | |
| 54 | Connor Lien | 1.11 | 2021 | |
| 55 | Josh Hart | 1.09 | 2018 | |
| 56 | Luis Santana# | .96 | 2021 | |
| 57 | Tyler James | .94 | 2021 | |
| 58 | Darius Hill# | .93 | 2025 | |
| 59 | Derek Hill# | .92 | 2019 | |
| 60 | Jay Gonzalez | .84 | 2023 | |
| 61 | Manuel Melendez | .79 | 2021 | |
| 62 | Wilderd Patino# | .67 | 2025 | |
| 63 | Charlie Tilson | .66 | 2013 | |
| 64 | Antonio Arias | .63 | 2020 | |
| 65 | Tyler James | .56 | 2020 | |
| 66 | Ryan Aper | .48 | 2016 | |
| 67 | Quentin Holmes | .47 | 2022 | |
| 68 | Raymel Flores | .46 | 2018 | |
| 69 | Rhylan Thomas# | .37 | 2023 | |
| 70 | Shawon Dunston Jr. | .21 | 2014 | |
| 71 | Logan Vick | .10 | 2016 | |
| 72 | D'Andre Toney | -0.00 | 2015 | |
| 73 | Terrance Robertson | -0.17 | 2018 | |
| 74 | Aaron Barbosa | -0.20 | 2016 | |
| 75 | Tyler James | -0.32 | 2022 | |
| 76 | Garrett Whitley# | -0.39 | 2017 | |
| 77 | Dylan Carlson# | -0.49 | 2019 | |
| 78 | Willy Garcia | -0.50 | 2014 | |
| 79 | D'Andre Toney | -0.56 | 2014 | |
| 80 | Daniel Montano# | -0.65 | 2021 | |
| 81 | Kentrell Dewitt | -0.70 | 2014 | |
| 82 | Kentrell Dewitt | -0.91 | 2015 | |
| 83 | Josh Almonte | -1.00 | 2017 | |
| 84 | Cameron Flynn | -1.03 | 2016 | |
| 84 | Arbert Cipion# | -1.03 | 2023 | |
| 86 | Jordan Scott# | -1.04 | 2024 | |
| 87 | Herschel Powell | -1.18 | 2015 | |
| 88 | Zach Nehrir | -1.78 | 2017 | |
| 89 | Cole Brannen# | -2.07 | 2024 |
