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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Daniel Castro# | 6.07 | 2016 | |
| 2 | Jack Brannigan# | 5.58 | 2024 | |
| 3 | Sergio Alcantara# | 5.27 | 2021 | |
| 4 | Gabriel Arias# | 5.26 | 2020 | |
| 5 | Cristhian Adames | 4.85 | 2013 | |
| 6 | Jose Devers# | 4.46 | 2024 | |
| 7 | Wilmer Becerra | 4.27 | 2016 | |
| 8 | Daniel Castro# | 4.21 | 2017 | |
| 9 | Luis Jean | 4.09 | 2018 | |
| 10 | Jake Hager# | 4.04 | 2016 | |
| 11 | Jake Hager# | 3.91 | 2017 | |
| 12 | Jeison Guzman# | 3.81 | 2022 | |
| 13 | Luke Wakamatsu | 3.69 | 2018 | |
| 14 | Carter Kieboom# | 3.68 | 2019 | |
| 15 | Trey Faltine# | 3.49 | 2025 | |
| 16 | Jake Hager# | 3.48 | 2018 | |
| 17 | Manuel Guzman | 3.34 | 2020 | |
| 18 | Angelys Nina | 3.30 | 2015 | |
| 19 | David Hamilton# | 3.16 | 2022 | |
| 20 | Anthony Bemboom# | 3.15 | 2014 | |
| 21 | Denzer Guzman# | 3.12 | 2025 | |
| 22 | Johan Cruz | 3.07 | 2021 | |
| 23 | Humberto Arteaga | 3.05 | 2016 | |
| 24 | Aeverson Arteaga# | 3.03 | 2025 | |
| 25 | Trevor Story# | 2.95 | 2014 | |
| 26 | Brandon Martin | 2.91 | 2015 | |
| 27 | Cadyn Grenier# | 2.83 | 2022 | |
| 28 | Darnell Sweeney | 2.79 | 2015 | |
| 29 | Aeverson Arteaga# | 2.73 | 2023 | |
| 30 | Milan Tolentino# | 2.70 | 2024 | |
| 31 | Bryan Rincon# | 2.67 | 2024 | |
| 32 | Jeremy Arocho# | 2.66 | 2024 | |
| 33 | Miguel A. Hernandez# | 2.60 | 2022 | |
| 34 | Manuel Guzman | 2.42 | 2018 | |
| 35 | Yunior Severino# | 2.33 | 2021 | |
| 36 | Grenny Cumana | 2.29 | 2017 | |
| 36 | Christian Arroyo# | 2.29 | 2017 | |
| 38 | Eric Stamets | 2.27 | 2015 | |
| 39 | Luke Wakamatsu | 2.23 | 2020 | |
| 40 | Gustavo Nunez | 2.19 | 2014 | |
| 41 | Vinny Capra# | 2.14 | 2019 | |
| 42 | Benji Gonzalez | 2.13 | 2017 | |
| 42 | Eduardo Garcia# | 2.13 | 2024 | |
| 42 | Ronald Torreyes | 2.13 | 2014 | |
| 45 | Jeison Guzman# | 2.12 | 2021 | |
| 46 | Ryan Bliss# | 2.11 | 2024 | |
| 47 | Yunior Severino# | 2.06 | 2020 | |
| 47 | Justin Twine# | 2.06 | 2019 | |
| 49 | Justin Twine# | 2.04 | 2020 | |
| 50 | Jeremy Arocho# | 1.93 | 2023 | |
| 51 | Leonel Valera# | 1.88 | 2022 | |
| 52 | Cadyn Grenier# | 1.84 | 2023 | |
| 52 | Drew Jackson | 1.84 | 2017 | |
| 52 | Wendell Soto | 1.84 | 2015 | |
| 55 | Kirk Singer | 1.82 | 2013 | |
| 56 | Nick Basto | 1.77 | 2015 | |
| 57 | Corey Toups | 1.76 | 2016 | |
| 58 | Cito Culver | 1.71 | 2017 | |
| 59 | Milan Tolentino# | 1.67 | 2023 | |
| 60 | Dominic Pitelli# | 1.66 | 2025 | |
| 61 | Kevin Made# | 1.65 | 2024 | |
| 62 | J.T. Arruda# | 1.64 | 2024 | |
| 62 | Bruce Caldwell | 1.64 | 2017 | |
| 64 | Luis Guillorme# | 1.56 | 2016 | |
| 65 | Nico Giarratano | 1.55 | 2021 | |
| 66 | Jacob Amaya# | 1.53 | 2019 | |
| 67 | Chris Diaz | 1.47 | 2016 | |
| 68 | Osvaldo Martinez | 1.43 | 2014 | |
| 69 | Kyren Paris# | 1.42 | 2022 | |
| 70 | Johan Cruz | 1.38 | 2019 | |
| 71 | Cody Schrier# | 1.34 | 2025 | |
| 72 | Alex De Goti# | 1.33 | 2019 | |
| 73 | Dawel Lugo | 1.31 | 2015 | |
| 74 | Cooper Pratt# | 1.30 | 2025 | |
| 75 | Deacon Liput | 1.27 | 2020 | |
| 76 | Brady McConnell# | 1.24 | 2021 | |
| 77 | Noah Perio | 1.22 | 2021 | |
| 77 | Ryan Bliss# | 1.22 | 2023 | |
| 77 | Joey Pankake | 1.22 | 2018 | |
| 80 | Anthony Vilar# | 1.19 | 2025 | |
| 81 | Arquimedes Gamboa# | 1.17 | 2019 | |
| 82 | Benji Gonzalez | 1.13 | 2014 | |
| 83 | Wendell Soto | 1.07 | 2014 | |
| 84 | Jack Dunn# | 1.04 | 2022 | |
| 84 | Myles Schroder | 1.04 | 2017 | |
| 86 | Daniel Schneemann# | 1.02 | 2023 | |
| 87 | Dorssys Paulino | .98 | 2019 | |
| 88 | Ildemaro Vargas# | .92 | 2016 | |
| 89 | Deion Tansel | .90 | 2021 | |
| 90 | Cadyn Grenier# | .87 | 2020 | |
| 91 | Dilson Herrera | .77 | 2014 | |
| 92 | Ian Lewis# | .71 | 2025 | |
| 93 | Hayden Cantrelle# | .70 | 2025 | |
| 94 | Preston Grand Pre | .69 | 2018 | |
| 95 | Osmy Gregorio# | .67 | 2023 | |
| 96 | Benji Gonzalez | .62 | 2013 | |
| 96 | Osvaldo Abreu | .62 | 2018 | |
| 98 | Tyler Brown | .60 | 2018 | |
| 99 | Cortland Lawson# | .57 | 2025 | |
| 100 | J.T. Arruda# | .52 | 2025 |
