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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# | 3.69 | 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 | Daniel Brito | 3.30 | 2019-2023 | |
| 19 | Tanner Schobel# | 3.29 | 2022-2025 | |
| 20 | Jimmy Allen | 3.15 | 2017-2018 | |
| 21 | Joe Bennie | 2.96 | 2017-2018 | |
| 22 | Pat Valaika | 2.76 | 2015-2016 | |
| 23 | Luis Mendez | 2.72 | 2013-2017 | |
| 24 | Jeff Kemp | 2.57 | 2014-2016 | |
| 25 | Brandon Drury# | 2.36 | 2015-2015 | |
| 26 | Todd Hankins | 2.33 | 2016-2019 | |
| 27 | Leonardo Balcazar# | 2.23 | 2023-2025 | |
| 28 | Reivaj Garcia# | 2.22 | 2023-2023 | |
| 29 | Thomas Gavello# | 2.16 | 2023-2024 | |
| 30 | Jose Rondon | 2.03 | 2016-2016 | |
| 31 | Jayce Easley# | 1.99 | 2019-2024 | |
| 32 | Marcos J. Gonzalez# | 1.97 | 2021-2024 | |
| 32 | Ketel Marte# | 1.97 | 2015-2016 | |
| 34 | Hernan Perez | 1.90 | 2013-2013 | |
| 34 | Rosman Verdugo# | 1.90 | 2024-2025 | |
| 36 | Davis Wendzel# | 1.81 | 2020-2020 | |
| 37 | James Parker# | 1.80 | 2022-2024 | |
| 38 | Ryan Reckley# | 1.74 | 2025-2025 | |
| 39 | Termarr Johnson# | 1.67 | 2023-2023 | |
| 40 | Yordany De Los Santos# | 1.65 | 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 | Maick Collado# | 1.41 | 2024-2025 | |
| 46 | Andre Colon | 1.37 | 2020-2021 | |
| 47 | John Ham | 1.17 | 2020-2021 | |
| 48 | Matt Gonzalez | 1.15 | 2018-2018 | |
| 48 | Gioskar Amaya | 1.15 | 2013-2013 | |
| 50 | Ryan Leonards | 1.10 | 2016-2016 | |
| 51 | John Sansone | .98 | 2018-2018 | |
| 52 | Michael Massey# | .97 | 2020-2021 | |
| 52 | Michael Miller | .97 | 2016-2017 | |
| 54 | Justin Lopez# | .95 | 2025-2025 | |
| 55 | Aaron Mizell | .93 | 2017-2019 | |
| 56 | Claudio Bautista | .91 | 2015-2016 | |
| 57 | Xavier LeGrant | .89 | 2020-2020 | |
| 57 | Jeter Downs# | .89 | 2019-2020 | |
| 59 | Jeff Boehm | .85 | 2016-2019 | |
| 60 | Junior Martina# | .84 | 2023-2025 | |
| 60 | Armando Cruz# | .84 | 2024-2024 | |
| 60 | Travis Blankenhorn# | .84 | 2018-2018 | |
| 63 | Jefferson Rojas# | .76 | 2025-2025 | |
| 64 | Jacob Gatewood# | .75 | 2016-2023 | |
| 64 | L.J. Mazzilli | .75 | 2014-2015 | |
| 66 | Alejandro Salazar | .70 | 2018-2023 | |
| 67 | Tanner Nishioka | .67 | 2019-2021 | |
| 68 | Ian Sagdal# | .65 | 2017-2017 | |
| 69 | Manuel Geraldo | .62 | 2018-2023 | |
| 70 | Maikol Escotto# | .61 | 2024-2025 | |
| 70 | Dustin Houle | .61 | 2015-2021 | |
| 72 | Michael Benjamin | .59 | 2017-2017 | |
| 73 | Austin Upshaw | .58 | 2018-2018 | |
| 73 | Luis Torrens# | .58 | 2016-2019 | |
| 75 | Duke Kinamon | .56 | 2022-2022 | |
| 76 | Jordy Barley# | .50 | 2019-2023 | |
| 77 | Daniel Gamache | .47 | 2019-2019 | |
| 78 | Anthony Gomez | .46 | 2022-2023 | |
| 78 | Antonio Pinero# | .46 | 2020-2024 | |
| 80 | Ryan Metzler | .44 | 2019-2019 | |
| 81 | Turner Brown | .43 | 2020-2020 | |
| 82 | David Bote# | .42 | 2013-2014 | |
| 82 | Sam Haggerty# | .42 | 2017-2018 | |
| 84 | Trey Hair | .41 | 2018-2019 | |
| 85 | Mikey White | .40 | 2017-2017 | |
| 86 | Kolbey Carpenter | .39 | 2019-2019 | |
| 87 | John Gourley | .37 | 2013-2013 | |
| 88 | Davis Diaz# | .36 | 2025-2025 | |
| 88 | Josh Morgan | .36 | 2016-2021 | |
| 90 | J.R. Freethy# | .35 | 2025-2025 | |
| 91 | Jonathan Oquendo | .34 | 2015-2018 | |
| 91 | Tyresse Turner# | .34 | 2024-2024 | |
| 93 | Robbie Tenerowicz# | .33 | 2018-2019 | |
| 93 | Kaelen Culpepper# | .33 | 2025-2025 | |
| 95 | Kyren Paris# | .32 | 2024-2024 | |
| 96 | Viandel Pena# | .31 | 2022-2024 | |
| 96 | Mike McQuillan | .31 | 2016-2016 | |
| 96 | Conor Grammes# | .31 | 2020-2023 | |
| 99 | Trace Loehr | .30 | 2016-2019 | |
| 100 | Omar Hernandez# | .28 | 2022-2025 |
