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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Daniel Castro# | 5.91 | 2016 | |
| 2 | Jack Brannigan# | 5.45 | 2024 | |
| 3 | Sergio Alcantara# | 5.27 | 2021 | |
| 4 | Gabriel Arias# | 5.23 | 2020 | |
| 5 | Cristhian Adames | 4.77 | 2013 | |
| 6 | Jose Devers# | 4.62 | 2024 | |
| 7 | Jake Hager# | 4.24 | 2016 | |
| 8 | Luis Jean | 4.22 | 2018 | |
| 9 | Wilmer Becerra | 4.17 | 2016 | |
| 10 | Daniel Castro# | 4.13 | 2017 | |
| 11 | Jake Hager# | 4.07 | 2017 | |
| 12 | Luke Wakamatsu | 3.81 | 2018 | |
| 12 | Jeison Guzman# | 3.81 | 2022 | |
| 14 | Carter Kieboom# | 3.58 | 2019 | |
| 15 | Jake Hager# | 3.51 | 2018 | |
| 16 | David Hamilton# | 3.42 | 2022 | |
| 17 | Manuel Guzman | 3.27 | 2020 | |
| 18 | Milan Tolentino# | 3.20 | 2024 | |
| 19 | Humberto Arteaga | 3.17 | 2016 | |
| 20 | Angelys Nina | 3.16 | 2015 | |
| 21 | Johan Cruz | 3.15 | 2021 | |
| 21 | Bryan Rincon# | 3.15 | 2024 | |
| 23 | Anthony Bemboom# | 3.11 | 2014 | |
| 24 | Cadyn Grenier# | 3.07 | 2022 | |
| 25 | Trevor Story# | 2.99 | 2014 | |
| 26 | Brandon Martin | 2.93 | 2015 | |
| 27 | Aeverson Arteaga# | 2.81 | 2023 | |
| 28 | Darnell Sweeney | 2.66 | 2015 | |
| 29 | Jeremy Arocho# | 2.48 | 2024 | |
| 29 | Manuel Guzman | 2.48 | 2018 | |
| 31 | Miguel A. Hernandez# | 2.47 | 2022 | |
| 32 | Grenny Cumana | 2.42 | 2017 | |
| 33 | Christian Arroyo# | 2.41 | 2017 | |
| 34 | Eric Stamets | 2.39 | 2015 | |
| 35 | Justin Twine# | 2.22 | 2020 | |
| 35 | Gustavo Nunez | 2.22 | 2014 | |
| 35 | Yunior Severino# | 2.22 | 2021 | |
| 38 | Cadyn Grenier# | 2.19 | 2023 | |
| 39 | Luke Wakamatsu | 2.17 | 2020 | |
| 40 | Eduardo Garcia# | 2.14 | 2024 | |
| 40 | Benji Gonzalez | 2.14 | 2017 | |
| 42 | Ryan Bliss# | 2.11 | 2024 | |
| 43 | Ronald Torreyes | 2.10 | 2014 | |
| 44 | Justin Twine# | 2.05 | 2019 | |
| 45 | Vinny Capra# | 2.04 | 2019 | |
| 46 | Jeison Guzman# | 2.03 | 2021 | |
| 47 | Milan Tolentino# | 2.02 | 2023 | |
| 48 | Jeremy Arocho# | 1.97 | 2023 | |
| 48 | Leonel Valera# | 1.97 | 2022 | |
| 48 | Yunior Severino# | 1.97 | 2020 | |
| 51 | Wendell Soto | 1.94 | 2015 | |
| 52 | J.T. Arruda# | 1.90 | 2024 | |
| 52 | Kirk Singer | 1.90 | 2013 | |
| 54 | Corey Toups | 1.85 | 2016 | |
| 55 | Nick Basto | 1.81 | 2015 | |
| 56 | Kevin Made# | 1.78 | 2024 | |
| 57 | Cito Culver | 1.76 | 2017 | |
| 58 | Drew Jackson | 1.73 | 2017 | |
| 59 | Jacob Amaya# | 1.71 | 2019 | |
| 60 | Luis Guillorme# | 1.59 | 2016 | |
| 61 | Bruce Caldwell | 1.57 | 2017 | |
| 62 | Nico Giarratano | 1.56 | 2021 | |
| 63 | Kyren Paris# | 1.52 | 2022 | |
| 64 | Alex De Goti# | 1.45 | 2019 | |
| 65 | Osvaldo Martinez | 1.44 | 2014 | |
| 66 | Johan Cruz | 1.42 | 2019 | |
| 66 | Chris Diaz | 1.42 | 2016 | |
| 68 | Ryan Bliss# | 1.34 | 2023 | |
| 69 | Deacon Liput | 1.30 | 2020 | |
| 69 | Dawel Lugo | 1.30 | 2015 | |
| 71 | Benji Gonzalez | 1.28 | 2014 | |
| 72 | Joey Pankake | 1.24 | 2018 | |
| 73 | Noah Perio | 1.23 | 2021 | |
| 74 | Arquimedes Gamboa# | 1.20 | 2019 | |
| 75 | Jack Dunn# | 1.19 | 2022 | |
| 76 | Brady McConnell# | 1.14 | 2021 | |
| 77 | Myles Schroder | 1.09 | 2017 | |
| 78 | Wendell Soto | 1.04 | 2014 | |
| 79 | Ildemaro Vargas# | 1.01 | 2016 | |
| 80 | Dorssys Paulino | .99 | 2019 | |
| 80 | Osmy Gregorio# | .99 | 2023 | |
| 82 | Cadyn Grenier# | .91 | 2020 | |
| 83 | Deion Tansel | .86 | 2021 | |
| 84 | Daniel Schneemann# | .74 | 2023 | |
| 85 | Tyler Brown | .72 | 2018 | |
| 86 | Dilson Herrera | .71 | 2014 | |
| 87 | Preston Grand Pre | .68 | 2018 | |
| 88 | Osvaldo Abreu | .62 | 2018 | |
| 89 | Benji Gonzalez | .60 | 2013 | |
| 90 | Michael Fransoso | .55 | 2015 | |
| 91 | Michael Paez | .50 | 2019 | |
| 92 | Luke Wakamatsu | .49 | 2017 | |
| 93 | Matt Sanders | .29 | 2021 | |
| 94 | Preston Grand Pre | .26 | 2021 | |
| 94 | Joe Bennie | .26 | 2016 | |
| 96 | Paul Hendrix | .24 | 2016 | |
| 97 | Austin Nola# | .16 | 2013 | |
| 98 | L.A. Woodard | .06 | 2021 | |
| 99 | Sebastian Espino# | .04 | 2020 | |
| 100 | Yeison Coca# | -0.08 | 2022 |
