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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Oswaldo Cabrera# | 7.64 | 2019-2023 | |
| 2 | Alex Yarbrough | 6.63 | 2014-2015 | |
| 3 | David Masters | 6.54 | 2016-2019 | |
| 4 | Tyler Friis | 6.40 | 2019-2021 | |
| 5 | Luis Jean | 5.78 | 2020-2021 | |
| 6 | Christian Lopes | 5.18 | 2013-2015 | |
| 7 | Seth Lancaster | 4.10 | 2020-2021 | |
| 8 | Brett Pirtle | 4.05 | 2017-2018 | |
| 9 | Avery Romero | 3.79 | 2016-2016 | |
| 10 | Eric Brown Jr.# | 3.75 | 2023-2023 | |
| 11 | Ty Young | 3.74 | 2017-2017 | |
| 12 | Chris Bostick | 3.72 | 2013-2014 | |
| 13 | Jake Fox# | 3.67 | 2023-2024 | |
| 14 | Jose Tena# | 3.60 | 2022-2023 | |
| 15 | Juan M. Perez | 3.39 | 2014-2018 | |
| 16 | Nic Kent# | 3.31 | 2022-2023 | |
| 16 | Daniel Brito | 3.31 | 2019-2023 | |
| 18 | Jimmy Allen | 3.16 | 2017-2018 | |
| 19 | Joe Bennie | 2.96 | 2017-2018 | |
| 20 | Luis Mendez | 2.95 | 2013-2017 | |
| 21 | Pat Valaika | 2.82 | 2015-2016 | |
| 22 | Jeff Kemp | 2.55 | 2014-2016 | |
| 23 | Brandon Drury# | 2.27 | 2015-2015 | |
| 24 | Jayce Easley# | 2.25 | 2019-2024 | |
| 25 | Tanner Schobel# | 2.22 | 2022-2025 | |
| 25 | Todd Hankins | 2.22 | 2016-2019 | |
| 27 | Jose Rondon | 2.07 | 2016-2016 | |
| 28 | Ketel Marte# | 2.06 | 2015-2016 | |
| 29 | Reivaj Garcia# | 2.05 | 2023-2023 | |
| 30 | Thomas Gavello# | 1.93 | 2023-2024 | |
| 31 | Hernan Perez | 1.89 | 2013-2013 | |
| 32 | Marcos J. Gonzalez# | 1.83 | 2021-2024 | |
| 33 | Davis Wendzel# | 1.75 | 2020-2020 | |
| 34 | Hunter Lee | 1.63 | 2019-2020 | |
| 35 | Cole Freeman | 1.60 | 2018-2019 | |
| 36 | James Parker# | 1.58 | 2022-2024 | |
| 37 | Termarr Johnson# | 1.55 | 2023-2023 | |
| 38 | Maick Collado# | 1.51 | 2024-2024 | |
| 39 | Christopher McFarland | 1.49 | 2014-2016 | |
| 40 | Jamari Baylor# | 1.37 | 2022-2025 | |
| 41 | Andre Colon | 1.36 | 2020-2021 | |
| 42 | Matt Gonzalez | 1.28 | 2018-2018 | |
| 43 | Gioskar Amaya | 1.19 | 2013-2013 | |
| 43 | John Ham | 1.19 | 2020-2021 | |
| 45 | Ryan Leonards | 1.06 | 2016-2016 | |
| 46 | John Sansone | 1.02 | 2018-2018 | |
| 47 | L.J. Mazzilli | 1.01 | 2014-2015 | |
| 48 | Michael Massey# | .97 | 2020-2021 | |
| 48 | Michael Miller | .97 | 2016-2017 | |
| 50 | Aaron Mizell | .96 | 2017-2019 | |
| 51 | Xavier LeGrant | .94 | 2020-2020 | |
| 52 | Claudio Bautista | .86 | 2015-2016 | |
| 53 | Jeter Downs# | .85 | 2019-2020 | |
| 54 | Jeff Boehm | .81 | 2016-2019 | |
| 54 | Armando Cruz# | .81 | 2024-2024 | |
| 56 | Travis Blankenhorn# | .80 | 2018-2018 | |
| 57 | Jacob Gatewood# | .79 | 2016-2023 | |
| 58 | Alejandro Salazar | .74 | 2018-2023 | |
| 59 | Tanner Nishioka | .63 | 2019-2021 | |
| 59 | Anthony Gomez | .63 | 2022-2023 | |
| 59 | Austin Upshaw | .63 | 2018-2018 | |
| 59 | Luis Torrens# | .63 | 2016-2019 | |
| 63 | Michael Benjamin | .61 | 2017-2017 | |
| 64 | Ian Sagdal# | .60 | 2017-2017 | |
| 64 | Manuel Geraldo | .60 | 2018-2023 | |
| 66 | Dustin Houle | .57 | 2015-2021 | |
| 67 | Maikol Escotto# | .55 | 2024-2025 | |
| 67 | Duke Kinamon | .55 | 2022-2022 | |
| 69 | Jordy Barley# | .48 | 2019-2023 | |
| 69 | David Bote# | .48 | 2013-2014 | |
| 71 | Antonio Pinero# | .47 | 2020-2024 | |
| 71 | Ryan Metzler | .47 | 2019-2019 | |
| 73 | Daniel Gamache | .46 | 2019-2019 | |
| 73 | Tyresse Turner# | .46 | 2024-2024 | |
| 75 | Turner Brown | .45 | 2020-2020 | |
| 76 | Kolbey Carpenter | .44 | 2019-2019 | |
| 77 | Viandel Pena# | .41 | 2022-2024 | |
| 77 | Mikey White | .41 | 2017-2017 | |
| 79 | John Gourley | .37 | 2013-2013 | |
| 80 | Josh Morgan | .35 | 2016-2021 | |
| 81 | Robbie Tenerowicz# | .34 | 2018-2019 | |
| 81 | Sam Haggerty# | .34 | 2017-2018 | |
| 81 | Trace Loehr | .34 | 2016-2019 | |
| 81 | Trey Hair | .34 | 2018-2019 | |
| 81 | Zachary Babitt | .34 | 2013-2017 | |
| 86 | Jonathan Oquendo | .33 | 2015-2018 | |
| 87 | Kyren Paris# | .32 | 2024-2024 | |
| 88 | Jose Rosario | .30 | 2016-2016 | |
| 89 | Robbie Glendinning# | .29 | 2023-2023 | |
| 89 | Conor Grammes# | .29 | 2020-2023 | |
| 91 | Mike McQuillan | .28 | 2016-2016 | |
| 92 | Omar Hernandez# | .27 | 2022-2025 | |
| 92 | Kevin Mahala | .27 | 2018-2019 | |
| 94 | Sean Coyle | .24 | 2013-2013 | |
| 94 | Pedro Ruiz | .24 | 2014-2014 | |
| 96 | Yu Chang# | .23 | 2020-2020 | |
| 97 | Matt Duffy# | .21 | 2013-2014 | |
| 97 | Kaelen Culpepper# | .21 | 2025-2025 | |
| 97 | Ryan Brett | .21 | 2013-2013 | |
| 100 | Taylor Lindsey | .20 | 2013-2013 |
