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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Zach Shepherd | 5.89 | 2018 | |
| 2 | Cheslor Cuthbert | 5.08 | 2015 | |
| 3 | Garin Cecchini | 3.50 | 2013 | |
| 4 | Brooks Marlow | 3.41 | 2018 | |
| 4 | Zach Shepherd | 3.41 | 2021 | |
| 6 | Jadher Areinamo# | 3.37 | 2025 | |
| 7 | Sean Roby# | 3.14 | 2024 | |
| 8 | Anderson Franco | 2.83 | 2017 | |
| 9 | Colin Moran | 2.75 | 2014 | |
| 10 | Werner Blakely# | 2.65 | 2023 | |
| 11 | Tim Borden II# | 2.51 | 2024 | |
| 12 | Zach Shepherd | 2.40 | 2022 | |
| 13 | Josh Lowe# | 2.38 | 2019 | |
| 14 | Yhoxian Medina | 2.35 | 2017 | |
| 15 | David Masters | 2.17 | 2018 | |
| 16 | Jomar Reyes | 2.09 | 2019 | |
| 17 | Claudio Bautista | 2.05 | 2015 | |
| 18 | Gilbert Lara | 1.98 | 2020 | |
| 19 | Trace Loehr | 1.86 | 2016 | |
| 20 | Joe Perez# | 1.85 | 2021 | |
| 21 | Sean Roby# | 1.79 | 2023 | |
| 22 | Charles Leblanc# | 1.78 | 2020 | |
| 23 | Gabriel Quintana | 1.73 | 2015 | |
| 24 | Jose Rodriguez# | 1.67 | 2016 | |
| 24 | Elehuris Montero# | 1.67 | 2020 | |
| 26 | Zach Shepherd | 1.65 | 2019 | |
| 27 | Tucker Neuhaus | 1.63 | 2021 | |
| 28 | Tanner Schobel# | 1.56 | 2023 | |
| 29 | Marcos J. Gonzalez# | 1.53 | 2022 | |
| 30 | Austin Anderson | 1.41 | 2020 | |
| 31 | Osmy Gregorio# | 1.36 | 2021 | |
| 32 | Kody Hoese# | 1.30 | 2020 | |
| 32 | Gabriel Quintana | 1.30 | 2017 | |
| 32 | Jack Brannigan# | 1.30 | 2023 | |
| 35 | Gabriel Quintana | 1.26 | 2014 | |
| 36 | Yeison Coca# | 1.17 | 2025 | |
| 37 | Bobby Wernes | 1.14 | 2019 | |
| 38 | Gavin Conticello# | 1.13 | 2024 | |
| 39 | Fernando Perez | 1.09 | 2016 | |
| 40 | Josh Ockimey | 1.06 | 2016 | |
| 41 | Dalvy Rosario# | 1.04 | 2024 | |
| 42 | Osmy Gregorio# | 1.02 | 2022 | |
| 43 | Trevor Putzig | .98 | 2022 | |
| 44 | Justin Bridgman | .97 | 2019 | |
| 45 | Jamari Baylor# | .94 | 2025 | |
| 46 | Sherton Apostel# | .92 | 2025 | |
| 47 | Tanner Nishioka | .90 | 2021 | |
| 48 | Kellen Sweeney | .71 | 2015 | |
| 48 | Brylie Ware | .71 | 2022 | |
| 50 | Zach Coppola | .62 | 2017 | |
| 51 | George Wolkow# | .58 | 2025 | |
| 52 | Jesse Medrano | .56 | 2020 | |
| 53 | Gabriel Quintana | .39 | 2016 | |
| 54 | Maick Collado# | .38 | 2025 | |
| 55 | Cole Barr# | .36 | 2023 | |
| 56 | Zach Houchins | .26 | 2017 | |
| 57 | Jose Devers# | .19 | 2025 | |
| 58 | Alex Santana | .11 | 2015 | |
| 59 | Garis Pena | .08 | 2014 | |
| 60 | Osmy Gregorio# | .07 | 2025 | |
| 61 | Austin Anderson | -0.27 | 2018 | |
| 62 | Luis Almanzar# | -0.29 | 2023 | |
| 63 | Fernando Perez | -0.31 | 2014 | |
| 64 | Connor Litton# | -0.32 | 2022 | |
| 65 | Andrew Bechtold# | -0.35 | 2019 | |
| 66 | Frainyer Chavez# | -0.38 | 2022 | |
| 67 | Joe Aeilts | -0.40 | 2022 | |
| 68 | Zach George | -0.42 | 2017 | |
| 69 | Jesus Azuaje | -0.50 | 2020 | |
| 70 | James Parker# | -0.54 | 2023 | |
| 71 | Nikau Pouaka-Grego# | -0.60 | 2025 | |
| 72 | Connor Litton# | -0.68 | 2023 | |
| 73 | Peyton Wilson# | -0.72 | 2025 | |
| 74 | Garis Pena | -1.04 | 2015 | |
| 75 | Ronny Rojas# | -1.05 | 2024 | |
| 76 | Dante Bichette Jr. | -1.25 | 2015 | |
| 77 | David Hollie# | -1.68 | 2020 | |
| 78 | Zachary Voight | -1.82 | 2016 | |
| 79 | Edward Martinez | -2.43 | 2013 | |
| 80 | Dante Bichette Jr. | -2.83 | 2016 |
