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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Oswaldo Cabrera# | 7.68 | 2019-2023 | |
| 2 | Alex Yarbrough | 6.64 | 2014-2015 | |
| 3 | David Masters | 6.51 | 2016-2019 | |
| 4 | Tyler Friis | 6.30 | 2019-2021 | |
| 5 | Luis Jean | 5.85 | 2020-2021 | |
| 6 | Christian Lopes | 5.26 | 2013-2015 | |
| 7 | Brett Pirtle | 4.20 | 2017-2018 | |
| 7 | Jake Fox# | 4.20 | 2023-2024 | |
| 9 | Seth Lancaster | 4.13 | 2020-2021 | |
| 10 | Eric Brown Jr.# | 4.06 | 2023-2023 | |
| 11 | Avery Romero | 3.82 | 2016-2016 | |
| 12 | Ty Young | 3.76 | 2017-2017 | |
| 13 | William Bergolla# | 3.72 | 2025-2025 | |
| 14 | Chris Bostick | 3.58 | 2013-2014 | |
| 15 | Jose Tena# | 3.51 | 2022-2023 | |
| 16 | Juan M. Perez | 3.43 | 2014-2018 | |
| 17 | Nic Kent# | 3.35 | 2022-2023 | |
| 18 | Tanner Schobel# | 3.30 | 2022-2025 | |
| 18 | Daniel Brito | 3.30 | 2019-2023 | |
| 20 | Jimmy Allen | 3.15 | 2017-2018 | |
| 21 | Joe Bennie | 2.96 | 2017-2018 | |
| 22 | Ryan Reckley# | 2.79 | 2025-2025 | |
| 23 | Pat Valaika | 2.76 | 2015-2016 | |
| 24 | Luis Mendez | 2.72 | 2013-2017 | |
| 25 | Jeff Kemp | 2.57 | 2014-2016 | |
| 26 | Leonardo Balcazar# | 2.51 | 2023-2025 | |
| 27 | Brandon Drury# | 2.36 | 2015-2015 | |
| 28 | Todd Hankins | 2.33 | 2016-2019 | |
| 29 | Reivaj Garcia# | 2.22 | 2023-2023 | |
| 30 | Thomas Gavello# | 2.16 | 2023-2024 | |
| 31 | Jose Rondon | 2.03 | 2016-2016 | |
| 32 | Jayce Easley# | 1.99 | 2019-2024 | |
| 33 | Marcos J. Gonzalez# | 1.97 | 2021-2024 | |
| 33 | Ketel Marte# | 1.97 | 2015-2016 | |
| 35 | Rosman Verdugo# | 1.91 | 2024-2025 | |
| 36 | Hernan Perez | 1.90 | 2013-2013 | |
| 37 | Davis Wendzel# | 1.81 | 2020-2020 | |
| 38 | James Parker# | 1.80 | 2022-2024 | |
| 39 | Termarr Johnson# | 1.67 | 2023-2023 | |
| 39 | Yordany De Los Santos# | 1.67 | 2025-2025 | |
| 41 | Hunter Lee | 1.62 | 2019-2020 | |
| 42 | Cole Freeman | 1.58 | 2018-2019 | |
| 43 | Christopher McFarland | 1.52 | 2014-2016 | |
| 44 | Jamari Baylor# | 1.50 | 2022-2025 | |
| 45 | Jefferson Rojas# | 1.42 | 2025-2025 | |
| 46 | Maick Collado# | 1.41 | 2024-2025 | |
| 47 | Andre Colon | 1.37 | 2020-2021 | |
| 48 | John Ham | 1.17 | 2020-2021 | |
| 49 | Matt Gonzalez | 1.15 | 2018-2018 | |
| 49 | Gioskar Amaya | 1.15 | 2013-2013 | |
| 51 | Ryan Leonards | 1.10 | 2016-2016 | |
| 52 | Justin Lopez# | .99 | 2025-2025 | |
| 53 | John Sansone | .98 | 2018-2018 | |
| 54 | Michael Massey# | .97 | 2020-2021 | |
| 54 | Michael Miller | .97 | 2016-2017 | |
| 56 | Aaron Mizell | .93 | 2017-2019 | |
| 57 | Claudio Bautista | .91 | 2015-2016 | |
| 58 | Xavier LeGrant | .89 | 2020-2020 | |
| 58 | Jeter Downs# | .89 | 2019-2020 | |
| 60 | Jeff Boehm | .85 | 2016-2019 | |
| 61 | Armando Cruz# | .84 | 2024-2024 | |
| 61 | Travis Blankenhorn# | .84 | 2018-2018 | |
| 63 | Junior Martina# | .76 | 2023-2025 | |
| 64 | Jacob Gatewood# | .75 | 2016-2023 | |
| 64 | L.J. Mazzilli | .75 | 2014-2015 | |
| 66 | Alejandro Salazar | .70 | 2018-2023 | |
| 67 | J.R. Freethy# | .68 | 2025-2025 | |
| 68 | Tanner Nishioka | .67 | 2019-2021 | |
| 69 | Ian Sagdal# | .65 | 2017-2017 | |
| 70 | Manuel Geraldo | .62 | 2018-2023 | |
| 71 | Maikol Escotto# | .61 | 2024-2025 | |
| 71 | Dustin Houle | .61 | 2015-2021 | |
| 73 | Michael Benjamin | .59 | 2017-2017 | |
| 74 | Austin Upshaw | .58 | 2018-2018 | |
| 74 | Luis Torrens# | .58 | 2016-2019 | |
| 76 | Duke Kinamon | .56 | 2022-2022 | |
| 77 | Jordy Barley# | .50 | 2019-2023 | |
| 78 | Daniel Gamache | .47 | 2019-2019 | |
| 79 | Anthony Gomez | .46 | 2022-2023 | |
| 79 | Ernny Ordonez# | .46 | 2024-2025 | |
| 79 | Antonio Pinero# | .46 | 2020-2024 | |
| 82 | Ryan Metzler | .44 | 2019-2019 | |
| 83 | Turner Brown | .43 | 2020-2020 | |
| 84 | David Bote# | .42 | 2013-2014 | |
| 84 | Sam Haggerty# | .42 | 2017-2018 | |
| 86 | Trey Hair | .41 | 2018-2019 | |
| 87 | Mikey White | .40 | 2017-2017 | |
| 88 | Kolbey Carpenter | .39 | 2019-2019 | |
| 89 | Davis Diaz# | .38 | 2025-2025 | |
| 90 | John Gourley | .37 | 2013-2013 | |
| 91 | Josh Morgan | .36 | 2016-2021 | |
| 92 | Jonathan Oquendo | .34 | 2015-2018 | |
| 92 | Tyresse Turner# | .34 | 2024-2024 | |
| 94 | Robbie Tenerowicz# | .33 | 2018-2019 | |
| 94 | Kaelen Culpepper# | .33 | 2025-2025 | |
| 96 | Kyren Paris# | .32 | 2024-2024 | |
| 97 | Viandel Pena# | .31 | 2022-2024 | |
| 97 | Mike McQuillan | .31 | 2016-2016 | |
| 97 | Conor Grammes# | .31 | 2020-2023 | |
| 100 | Trace Loehr | .30 | 2016-2019 |
