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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Cameron Robeson# | 5.10 | 2023-2023 | |
| 2 | Bill Becker# | 3.84 | 2021-2023 | |
| 3 | Larry Rhyne# | 3.74 | 2014-2023 | |
| 4 | Vaughan Kendall# | 3.48 | 2021-2023 | |
| 5 | Joel Reynolds# | 2.89 | 2020-2023 | |
| 6 | Reginald Meadows# | 2.56 | 2022-2023 | |
| 7 | Luis Salinas# | 2.55 | 2023-2023 | |
| 8 | Pete Hebert# | 2.27 | 2020-2023 | |
| 9 | Jorge Gonzáles# | 2.19 | 2023-2023 | |
| 10 | Lawrence Rogers# | 1.72 | 2020-2023 | |
| 11 | Arnold Volpe# | 1.58 | 2020-2023 | |
| 12 | Jimmy Bowman# | 1.27 | 2021-2023 | |
| 13 | Jim Mays# | .99 | 2021-2023 | |
| 14 | Carlos Colón# | .84 | 2022-2023 | |
| 15 | Juan Lugo# | .79 | 2023-2023 | |
| 16 | José Castillo# | .78 | 2021-2023 | |
| 17 | Leonard Dickins# | .69 | 2023-2023 | |
| 18 | Fred Harrison# | .63 | 2023-2023 | |
| 19 | Héctor Suárez# | .59 | 2023-2023 | |
| 20 | Ray Myers# | .53 | 2017-2023 | |
| 21 | Norberto García# | .51 | 2023-2023 | |
| 22 | Danny Jackson# | .50 | 2022-2023 | |
| 23 | Fernando Maldonado# | .46 | 2018-2023 | |
| 23 | Colin Bonner# | .46 | 2020-2023 | |
| 25 | Frank Crawford# | .40 | 2021-2023 | |
| 26 | Stanley MacIntyre# | .37 | 2021-2023 | |
| 27 | Pat Mitchell# | .30 | 2021-2023 | |
| 28 | Ricardo Hernández# | .28 | 2022-2023 | |
| 29 | Tony Cardona# | .20 | 2015-2023 | |
| 30 | Shawn Bass# | .13 | 2018-2023 | |
| 31 | Lorne Bennett# | .12 | 2020-2023 | |
| 32 | Shane Robinson# | .10 | 2023-2023 | |
| 33 | Roger Barker# | .09 | 2023-2023 | |
| 34 | Elroy Davis# | .08 | 2021-2023 | |
| 34 | Manuel Germán# | .08 | 2023-2023 | |
| 36 | Franklin Ware# | .05 | 2021-2023 | |
| 37 | Mitch Thomas# | .01 | 2023-2023 | |
| 37 | Miguel López# | .01 | 2023-2023 | |
| 39 | Simone Shearman# | -0.03 | 2011-2023 | |
| 40 | Bill Sherman# | -0.10 | 2023-2023 | |
| 41 | Tyler Travis# | -0.15 | 2021-2023 | |
| 42 | Okba Kefentse# | -0.23 | 2023-2023 | |
| 43 | Allen Johnson# | -0.24 | 2023-2023 | |
| 44 | Jack Harris# | -0.28 | 2023-2023 | |
| 44 | Orlando Guzmán# | -0.28 | 2023-2023 | |
| 46 | David Jiménez# | -0.30 | 2023-2023 | |
| 47 | Royce Powers# | -0.56 | 2021-2023 | |
| 48 | António Vázquez# | -0.67 | 2022-2023 | |
| 49 | Tommy Krause# | -0.80 | 2022-2023 | |
| 50 | Jimmy Wheeler# | -2.02 | 2023-2023 |
