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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jose Osuna | 16.43 | 2019-2022 | |
| 2 | Dustin Peterson | 16.19 | 2015-2021 | |
| 3 | Yowill Espinal | 15.13 | 2015-2024 | |
| 4 | Lou Kirkham# | 10.56 | 2022-2026 | |
| 5 | Ryan Brett | 10.53 | 2020-2023 | |
| 6 | Kris Owens# | 9.97 | 2023-2029 | |
| 7 | António Padilla# | 9.20 | 2027-2028 | |
| 8 | Freddy García# | 8.92 | 2024-2026 | |
| 9 | Alex Mitchell# | 8.72 | 2023-2025 | |
| 10 | Esteban Rodríguez | 8.63 | 2021-2023 | |
| 11 | Danny Hayes | 8.26 | 2015-2024 | |
| 12 | Alvin Kelly# | 8.23 | 2023-2029 | |
| 13 | Adrian Nieto | 8.11 | 2020-2024 | |
| 14 | Seon-keun Park | 7.90 | 2021-2026 | |
| 15 | Nick Zammarelli | 7.77 | 2019-2020 | |
| 16 | Gerard Hernandez | 7.59 | 2016-2026 | |
| 17 | Kevin Josephina | 7.57 | 2017-2018 | |
| 18 | Juan Duran | 7.55 | 2016-2019 | |
| 19 | Raylen Elzy | 7.42 | 2020-2025 | |
| 20 | Jacob May | 7.38 | 2015-2021 | |
| 21 | Brendan Ware | 7.29 | 2018-2021 | |
| 22 | Alfredo Ángel# | 7.19 | 2027-2028 | |
| 23 | Alex Monsalve | 7.14 | 2016-2019 | |
| 24 | Cristián Correa | 7.13 | 2023-2024 | |
| 25 | Mike Robertson | 7.09 | 2021-2022 | |
| 26 | Juan Herrera# | 6.99 | 2028-2029 | |
| 27 | Dana Harmon | 6.97 | 2021-2022 | |
| 28 | Kevin Ramsey# | 6.96 | 2023-2028 | |
| 28 | Jeff Malm | 6.96 | 2023-2026 | |
| 30 | Kort Peterson | 6.86 | 2020-2024 | |
| 31 | Pablo Urena | 6.73 | 2019-2020 | |
| 32 | Art Durham# | 6.67 | 2027-2029 | |
| 33 | Dax Rose# | 6.59 | 2024-2025 | |
| 34 | Connor Lien | 6.57 | 2015-2022 | |
| 35 | Jon Ellis# | 6.53 | 2022-2024 | |
| 36 | Seth Beer | 6.50 | 2018-2019 | |
| 37 | Manuel Sanchez | 6.39 | 2023-2024 | |
| 38 | Zander Holland | 6.25 | 2019-2025 | |
| 39 | Vicente Lupo | 6.21 | 2021-2024 | |
| 40 | Michael Pritchard | 6.20 | 2016-2018 | |
| 40 | Kelvin Estevez | 6.20 | 2018-2020 | |
| 42 | Vince Gervais | 6.09 | 2021-2025 | |
| 43 | Justin Reaves | 6.07 | 2019-2021 | |
| 44 | Ismael Ortega# | 6.05 | 2023-2024 | |
| 45 | Artie Allen# | 5.92 | 2028-2029 | |
| 46 | Jordan Smith | 5.89 | 2016-2019 | |
| 47 | Jorge Gil | 5.82 | 2018-2022 | |
| 48 | Alfredo Santos# | 5.78 | 2029-2029 | |
| 49 | Yordy Cabrera | 5.77 | 2015-2022 | |
| 50 | Joseph Monge | 5.71 | 2018-2020 | |
| 51 | Carlos Asuaje | 5.68 | 2015-2019 | |
| 51 | Jesús Andrés# | 5.68 | 2026-2029 | |
| 53 | Ricardo Marcano | 5.61 | 2015-2025 | |
| 54 | Víctor Castillo | 5.57 | 2026-2026 | |
| 55 | Anthony Santander | 5.56 | 2015-2016 | |
| 56 | Joe Boyar | 5.53 | 2024-2025 | |
| 57 | Jonathan Reynoso | 5.51 | 2018-2025 | |
| 58 | Adam Engel | 5.42 | 2015-2017 | |
| 59 | Chris Roberts# | 5.38 | 2025-2029 | |
| 60 | Nelson Ávila# | 5.36 | 2020-2025 | |
| 61 | Jeff Cordell# | 5.32 | 2026-2027 | |
| 62 | Josh Ockimey | 5.31 | 2018-2020 | |
| 62 | Johnny Eierman | 5.31 | 2015-2021 | |
| 64 | Alex White | 5.28 | 2026-2026 | |
| 65 | Tommy Hicks# | 5.26 | 2026-2028 | |
| 66 | Lauren Knoppert# | 5.22 | 2023-2023 | |
| 67 | Christin Stewart | 5.19 | 2020-2024 | |
| 68 | Ken Powell# | 5.15 | 2027-2029 | |
| 68 | Brody Westmoreland | 5.15 | 2021-2022 | |
| 70 | Jhonny Pena | 5.13 | 2015-2018 | |
| 71 | Joaquín Tobías# | 5.12 | 2028-2029 | |
| 72 | Amin Abbas | 5.11 | 2018-2019 | |
| 73 | Álex Pérez# | 5.08 | 2028-2028 | |
| 74 | Ken Swindell# | 5.03 | 2028-2029 | |
| 74 | Randy Oliva | 5.03 | 2018-2020 | |
| 76 | Dalfis Ortiz | 5.02 | 2015-2017 | |
| 77 | Phil Cantrell# | 4.99 | 2027-2029 | |
| 78 | Reydel Medina | 4.97 | 2020-2021 | |
| 79 | Kevin Encarnacion | 4.95 | 2016-2017 | |
| 80 | Timmy Lopes | 4.94 | 2022-2025 | |
| 80 | Luis Alexander Basabe | 4.94 | 2018-2018 | |
| 82 | Kevin Stevens | 4.90 | 2023-2025 | |
| 83 | Dan Downey | 4.87 | 2022-2022 | |
| 84 | Adrián Encarnación | 4.86 | 2026-2027 | |
| 85 | Toby Wilson# | 4.83 | 2024-2024 | |
| 86 | Josh Tobias | 4.82 | 2015-2016 | |
| 87 | Rubén Puente# | 4.79 | 2025-2025 | |
| 88 | Phil McClendon | 4.73 | 2023-2024 | |
| 89 | Ernie Jones# | 4.69 | 2027-2029 | |
| 89 | José Hernández# | 4.69 | 2028-2028 | |
| 91 | Eric González# | 4.68 | 2027-2029 | |
| 92 | Juan López# | 4.61 | 2029-2029 | |
| 93 | Augusto Aguilar# | 4.56 | 2023-2024 | |
| 94 | Nelson Cortéz# | 4.55 | 2026-2028 | |
| 94 | Carlos Andres Diaz# | 4.55 | 2016-2017 | |
| 96 | Joaquín Morales# | 4.51 | 2025-2026 | |
| 97 | Albert Dueñas | 4.49 | 2021-2025 | |
| 98 | Carlos Laureano | 4.47 | 2017-2022 | |
| 99 | Max George | 4.45 | 2017-2018 | |
| 99 | Orlando Hernández# | 4.45 | 2027-2027 |
