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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Steve Frend# | 13.39 | 2012 | |
| 2 | Steve Frend# | 11.55 | 2013 | |
| 3 | Tom Becker# | 11.40 | 2014 | |
| 4 | Lorenzo Rodríguez# | 11.15 | 2018 | |
| 5 | Lorenzo Rodríguez# | 11.12 | 2012 | |
| 6 | Hideyori Kiyomizu# | 10.02 | 2015 | |
| 7 | Alvin Baldwin# | 9.83 | 2019 | |
| 8 | Lorenzo Rodríguez# | 9.77 | 2014 | |
| 9 | Mike Bergeron# | 9.74 | 2013 | |
| 10 | Leslie Whitney# | 9.58 | 2015 | |
| 11 | Colin St. John# | 9.56 | 2014 | |
| 12 | Leslie Whitney# | 9.46 | 2014 | |
| 13 | Tom Klein# | 9.45 | 2014 | |
| 13 | Tim McCreary# | 9.45 | 2018 | |
| 15 | Will McMahon# | 9.07 | 2019 | |
| 16 | Eric Black | 9.06 | 2014 | |
| 17 | Steve Frend# | 8.89 | 2014 | |
| 18 | Peter Blanchard# | 8.86 | 2013 | |
| 19 | Chris Barrett# | 8.67 | 2013 | |
| 19 | Dwayne Hatcher# | 8.67 | 2017 | |
| 21 | Tom Becker# | 8.66 | 2013 | |
| 22 | George Soucy# | 8.47 | 2018 | |
| 23 | Steve Frend# | 8.42 | 2018 | |
| 24 | Phillip Smith# | 8.40 | 2014 | |
| 25 | Tom Klein# | 8.35 | 2015 | |
| 25 | Miguel Angel Ortíz# | 8.35 | 2015 | |
| 27 | Joe Leftwich# | 8.34 | 2015 | |
| 28 | Jorge Mora# | 8.31 | 2014 | |
| 29 | Frank Powers# | 8.16 | 2012 | |
| 30 | Peter Blanchard# | 8.15 | 2014 | |
| 31 | Dayne Reagan# | 8.12 | 2019 | |
| 32 | Jorge Mora# | 8.09 | 2018 | |
| 33 | Tom Becker# | 8.06 | 2012 | |
| 33 | Steve Frend# | 8.06 | 2017 | |
| 35 | Lorenzo Rodríguez# | 7.99 | 2013 | |
| 35 | Lorenzo Rodríguez# | 7.99 | 2016 | |
| 37 | Luis Rodríguez# | 7.95 | 2018 | |
| 38 | Oliver North# | 7.88 | 2017 | |
| 39 | Peter Blanchard# | 7.87 | 2012 | |
| 40 | Byron Bryant# | 7.83 | 2014 | |
| 41 | Hideyori Kiyomizu# | 7.73 | 2016 | |
| 42 | Alfredo Yánez# | 7.69 | 2013 | |
| 43 | Jorge Mora# | 7.54 | 2015 | |
| 44 | Oliver North# | 7.44 | 2019 | |
| 45 | Bob Watkins# | 7.41 | 2012 | |
| 46 | Jorge Mora# | 7.40 | 2017 | |
| 47 | Joe Herman# | 7.38 | 2013 | |
| 48 | Mike Bergeron# | 7.34 | 2017 | |
| 49 | Dave Carlisle# | 7.31 | 2013 | |
| 50 | Miguel Angel Ortíz# | 7.27 | 2013 | |
| 51 | Jorge Mora# | 7.24 | 2016 | |
| 52 | Tanner Glassey | 7.17 | 2018 | |
| 53 | Vic Jennings | 7.13 | 2014 | |
| 54 | Leslie Whitney# | 7.10 | 2016 | |
| 55 | Jesús González# | 7.07 | 2015 | |
| 55 | George Sanders# | 7.07 | 2012 | |
| 57 | Tom Klein# | 7.05 | 2013 | |
| 58 | Colin St. John# | 7.03 | 2012 | |
| 59 | Tim Shields# | 7.02 | 2012 | |
| 60 | Dan Smith# | 7.01 | 2014 | |
| 61 | Alvin Baldwin# | 6.98 | 2018 | |
| 62 | Dan Smith# | 6.97 | 2012 | |
| 63 | Juan Ramírez | 6.94 | 2012 | |
| 64 | Jim Crawford# | 6.93 | 2019 | |
| 64 | Chris Collins# | 6.93 | 2012 | |
| 66 | Juan Ramírez | 6.90 | 2013 | |
| 67 | Mike Bergeron# | 6.88 | 2014 | |
| 68 | Jesse Clark# | 6.87 | 2015 | |
| 69 | Jesús Cruz# | 6.85 | 2014 | |
| 70 | Bob Hennessey# | 6.72 | 2016 | |
| 71 | Tim Raines# | 6.71 | 2018 | |
| 72 | Tim Shields# | 6.69 | 2013 | |
| 73 | Stan Cheslin# | 6.67 | 2014 | |
| 73 | Blake Reynolds# | 6.67 | 2013 | |
| 75 | Marty Silver# | 6.65 | 2018 | |
| 76 | Jesús Cruz# | 6.63 | 2013 | |
| 77 | Eduardo Gómez# | 6.61 | 2017 | |
| 78 | Larry White# | 6.58 | 2018 | |
| 79 | William McKenzie# | 6.57 | 2016 | |
| 80 | Masaki Baba# | 6.55 | 2017 | |
| 81 | Nick Johnson# | 6.54 | 2017 | |
| 82 | Kevin Carey | 6.53 | 2012 | |
| 82 | Joe Leftwich# | 6.53 | 2014 | |
| 84 | Blake Reynolds# | 6.48 | 2014 | |
| 84 | Craig O'Day | 6.48 | 2013 | |
| 86 | Ken Forryan# | 6.46 | 2018 | |
| 87 | William McKenzie# | 6.44 | 2015 | |
| 88 | Nick Holmes# | 6.42 | 2019 | |
| 88 | Scott Andrews | 6.42 | 2015 | |
| 90 | Jeff Wade# | 6.41 | 2012 | |
| 90 | Blake Reynolds# | 6.41 | 2016 | |
| 92 | Jesús Cruz# | 6.40 | 2016 | |
| 93 | Mitch Lyon# | 6.39 | 2019 | |
| 94 | Chris Barrett# | 6.37 | 2014 | |
| 94 | Tim Raines# | 6.37 | 2015 | |
| 96 | Jim Crawford# | 6.34 | 2013 | |
| 97 | Phillip Smith# | 6.31 | 2015 | |
| 98 | Danny Burris# | 6.29 | 2012 | |
| 98 | Ron Hamm# | 6.29 | 2013 | |
| 100 | Chris Collins# | 6.26 | 2014 |
