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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Matthew Den Dekker | 5.06 | 2018 | |
| 2 | Akil Baddoo# | 4.23 | 2021 | |
| 3 | Matt Szczur | 3.81 | 2016 | |
| 4 | Juan C. Perez | 3.75 | 2013 | |
| 5 | Jamie Westbrook# | 3.50 | 2018 | |
| 6 | Lazaro Armenteros# | 3.45 | 2024 | |
| 7 | George Valera# | 3.41 | 2020 | |
| 8 | Braden Bishop# | 3.35 | 2026 | |
| 9 | Daz Cameron# | 3.16 | 2024 | |
| 10 | Travis Swaggerty# | 3.09 | 2020 | |
| 10 | Javier Herrera | 3.09 | 2017 | |
| 12 | Wes Rogers | 3.08 | 2017 | |
| 13 | Everson Pereira# | 2.84 | 2024 | |
| 14 | Travis Swaggerty# | 2.82 | 2021 | |
| 15 | Rymer Liriano | 2.81 | 2019 | |
| 15 | Ender Inciarte | 2.81 | 2023 | |
| 15 | Michael A. Taylor# | 2.81 | 2015 | |
| 18 | Kean Wong# | 2.68 | 2021 | |
| 19 | Everson Pereira# | 2.62 | 2025 | |
| 20 | Herschel Powell | 2.55 | 2016 | |
| 21 | Corey Ray# | 2.45 | 2023 | |
| 22 | Jose Azocar# | 2.40 | 2026 | |
| 23 | Taylor Trammell# | 2.36 | 2023 | |
| 24 | Daz Cameron# | 2.35 | 2022 | |
| 25 | Johnny Field | 2.14 | 2021 | |
| 26 | Aneury Tavarez | 2.12 | 2018 | |
| 27 | Danny Santana | 1.99 | 2023 | |
| 28 | Matt Szczur | 1.96 | 2015 | |
| 28 | Daz Cameron# | 1.96 | 2023 | |
| 30 | Aaron Shipman | 1.87 | 2016 | |
| 31 | Michael A. Taylor# | 1.82 | 2014 | |
| 32 | Javier Herrera | 1.80 | 2015 | |
| 33 | Khalil Lee# | 1.79 | 2019 | |
| 34 | Ryan LaMarre | 1.78 | 2018 | |
| 35 | Rafael Ortega# | 1.76 | 2016 | |
| 36 | Xavier Avery | 1.71 | 2017 | |
| 36 | Juan C. Perez | 1.71 | 2016 | |
| 38 | George Valera# | 1.63 | 2022 | |
| 39 | Braden Bishop# | 1.59 | 2025 | |
| 40 | Drew Gilbert# | 1.56 | 2025 | |
| 40 | Brian O'Grady# | 1.56 | 2024 | |
| 40 | Jud Fabian# | 1.56 | 2024 | |
| 43 | Jeff Hendrix | 1.52 | 2021 | |
| 44 | Leody Taveras# | 1.48 | 2022 | |
| 45 | Keenyn Walker | 1.44 | 2013 | |
| 45 | Mike Antico# | 1.44 | 2024 | |
| 47 | Slade Caldwell# | 1.30 | 2026 | |
| 48 | Derrick Robinson | 1.29 | 2014 | |
| 49 | Lazaro Armenteros# | 1.26 | 2025 | |
| 50 | Zach Ehrhard# | 1.20 | 2026 | |
| 50 | Julio Rodriguez# | 1.20 | 2022 | |
| 52 | LeDarious Clark# | 1.17 | 2020 | |
| 53 | Henry Bolte# | 1.10 | 2026 | |
| 54 | Eddie Rosario# | 1.09 | 2014 | |
| 55 | Travis Witherspoon | .99 | 2015 | |
| 56 | Guillermo Heredia# | .97 | 2023 | |
| 57 | Henry Bolte# | .94 | 2025 | |
| 58 | Ian Miller | .92 | 2018 | |
| 59 | Xavier Avery | .90 | 2019 | |
| 60 | Matthew Etzel# | .89 | 2026 | |
| 61 | Adam Haseley# | .84 | 2019 | |
| 62 | Billy Burns | .80 | 2021 | |
| 63 | Matthew Den Dekker | .79 | 2020 | |
| 64 | Michael Siani# | .74 | 2022 | |
| 65 | Jakob Marsee# | .73 | 2024 | |
| 66 | Forrest Wall# | .65 | 2025 | |
| 67 | Jared Oliva# | .64 | 2023 | |
| 67 | Roman Collins | .64 | 2018 | |
| 69 | Bryson Smith | .62 | 2014 | |
| 70 | Guillermo Heredia# | .57 | 2025 | |
| 71 | Ender Inciarte | .54 | 2013 | |
| 72 | Jose Azocar# | .49 | 2025 | |
| 73 | Kyle Gaedele | .28 | 2014 | |
| 74 | Jake Peter | .10 | 2018 | |
| 75 | Auston Bousfield | .08 | 2019 | |
| 76 | Jay Gonzalez | -0.08 | 2021 | |
| 77 | Rymer Liriano | -0.19 | 2022 | |
| 77 | Jeff Hendrix | -0.19 | 2020 | |
| 79 | Adam Haseley# | -0.20 | 2025 | |
| 80 | Jimmy Herron# | -0.24 | 2021 | |
| 81 | Tyler Holt | -0.25 | 2015 | |
| 82 | Isaac Ballou | -0.34 | 2017 | |
| 83 | Joseph Monge | -0.37 | 2022 | |
| 84 | Rafael Ortega# | -0.60 | 2015 | |
| 85 | Braden Bishop# | -0.62 | 2023 | |
| 86 | Brandon Magee | -2.76 | 2015 | |
| 87 | Oscar Tejeda | -5.88 | 2014 |
