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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Paul Hale# | 5.29 | 2019 | |
| 2 | Nathan Kirby# | 5.13 | 2018 | |
| 3 | Edward Small# | 5.08 | 2018 | |
| 4 | Keyvius Sampson# | 4.36 | 2013 | |
| 5 | Miguel Gonzalez | 4.27 | 2014 | |
| 6 | Brett Oberholtzer | 4.20 | 2016 | |
| 7 | A.J. Bentley# | 4.16 | 2022 | |
| 8 | Masanobu Mochizuki# | 4.09 | 2015 | |
| 9 | Michael Fiers | 4.06 | 2019 | |
| 10 | Scott Alexander# | 4.05 | 2016 | |
| 11 | Chris Sale# | 4.02 | 2014 | |
| 12 | Yohan Flande | 3.94 | 2017 | |
| 13 | Anthony Fernandez | 3.92 | 2015 | |
| 14 | Jose Campos# | 3.89 | 2014 | |
| 15 | Nathan Kirby# | 3.87 | 2017 | |
| 16 | David Phelps | 3.83 | 2012 | |
| 17 | Jorge Fernández# | 3.80 | 2018 | |
| 18 | Jordan Cote# | 3.79 | 2016 | |
| 19 | Bill Deely# | 3.77 | 2021 | |
| 20 | D.J. Mitchell | 3.75 | 2013 | |
| 21 | Pedro Magana# | 3.74 | 2018 | |
| 22 | Trent Higginbotham# | 3.72 | 2015 | |
| 23 | Roberto Muñíz# | 3.71 | 2022 | |
| 24 | Anthony Dischler# | 3.68 | 2017 | |
| 25 | Yohan Flande | 3.66 | 2018 | |
| 26 | Tyson Ross# | 3.60 | 2013 | |
| 27 | Tim Cates# | 3.56 | 2022 | |
| 27 | Carlos E. Martinez# | 3.56 | 2016 | |
| 29 | Jacob Heatherly# | 3.55 | 2021 | |
| 29 | Wilmer Font | 3.55 | 2013 | |
| 31 | Brady Rodgers# | 3.54 | 2016 | |
| 32 | Hudson Boyd# | 3.51 | 2018 | |
| 33 | Joey Washington# | 3.46 | 2020 | |
| 34 | David Holmberg | 3.41 | 2018 | |
| 35 | Taylor Guerrieri# | 3.40 | 2013 | |
| 36 | Matthew Spalding# | 3.36 | 2016 | |
| 36 | Zach McAllister | 3.36 | 2012 | |
| 38 | Brian Ames# | 3.35 | 2017 | |
| 38 | Hunter Greene# | 3.35 | 2020 | |
| 40 | Jason Adam | 3.33 | 2016 | |
| 41 | Chad Jenkins | 3.30 | 2016 | |
| 42 | Jon Wells# | 3.29 | 2023 | |
| 42 | Jim Helms# | 3.29 | 2021 | |
| 42 | Chris Kahnke# | 3.29 | 2021 | |
| 45 | Juan Alvarado# | 3.28 | 2020 | |
| 46 | Colten Brewer | 3.27 | 2017 | |
| 47 | Adam Kloffenstein# | 3.26 | 2022 | |
| 48 | Rod Swift# | 3.25 | 2018 | |
| 49 | Todd Howard# | 3.24 | 2019 | |
| 50 | Grayson Rodriguez# | 3.21 | 2022 | |
| 50 | Justin Marks | 3.21 | 2015 | |
| 50 | Dwight Hanson# | 3.21 | 2020 | |
| 53 | Jonathan Ware# | 3.20 | 2019 | |
| 53 | Scott Meeligan# | 3.20 | 2020 | |
| 55 | Will Smith | 3.19 | 2017 | |
| 55 | Eric Braun# | 3.19 | 2021 | |
| 55 | Dan Hughes# | 3.19 | 2022 | |
| 58 | Perci Garner | 3.17 | 2015 | |
| 58 | Porfirio Martinez# | 3.17 | 2015 | |
| 58 | Gabriel Guerrero# | 3.17 | 2018 | |
| 58 | Matt Garza | 3.17 | 2015 | |
| 58 | Parker Markel# | 3.17 | 2013 | |
| 63 | Mackenzie Gore# | 3.15 | 2021 | |
| 64 | Ben Camp# | 3.14 | 2021 | |
| 65 | Chase Anderson | 3.12 | 2015 | |
| 66 | Nicholas Kingham# | 3.11 | 2016 | |
| 67 | Konnor Pilkington# | 3.08 | 2023 | |
| 68 | Bryse Wilson# | 3.06 | 2022 | |
| 68 | Jake Odorizzi# | 3.06 | 2013 | |
| 70 | Davis Mills# | 3.05 | 2022 | |
| 70 | Walker Buehler# | 3.05 | 2017 | |
| 72 | Jose A. Ramirez | 3.03 | 2013 | |
| 73 | John O'Day# | 3.02 | 2018 | |
| 74 | José Fierro# | 3.01 | 2016 | |
| 74 | Junichi Tazawa | 3.01 | 2012 | |
| 74 | Jose Campos# | 3.01 | 2015 | |
| 74 | D.J. Mitchell | 3.01 | 2012 | |
| 78 | Robbie Ray# | 3.00 | 2021 | |
| 78 | Brandon Gomes | 3.00 | 2013 | |
| 78 | Drew Childs | 3.00 | 2020 | |
| 81 | Bartolo Medina | 2.99 | 2019 | |
| 81 | Jorge Rodríguez# | 2.99 | 2023 | |
| 83 | Gary Griffith# | 2.98 | 2020 | |
| 84 | Gavin Floyd | 2.97 | 2017 | |
| 85 | Rubby de la Rosa | 2.96 | 2020 | |
| 85 | Carlos E. Martinez# | 2.96 | 2015 | |
| 87 | Joel Carreno | 2.92 | 2013 | |
| 88 | Jack Lamb# | 2.91 | 2023 | |
| 89 | Tony Gutiérrez# | 2.90 | 2023 | |
| 89 | Aaron Crow | 2.90 | 2018 | |
| 89 | Tyler Anderson# | 2.90 | 2023 | |
| 92 | Carter Capps | 2.89 | 2013 | |
| 92 | Jon Simpson# | 2.89 | 2019 | |
| 92 | Clarke Schmidt# | 2.89 | 2023 | |
| 95 | Kyle Drabek | 2.88 | 2017 | |
| 95 | Steven Inch# | 2.88 | 2016 | |
| 95 | Alex Torres | 2.88 | 2015 | |
| 98 | Felix Sterling | 2.87 | 2018 | |
| 99 | Anthony Fernandez | 2.86 | 2016 | |
| 100 | Bud Norris | 2.84 | 2015 |
