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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Juan De La Cruz | .0545 | 2018 | |
| 2 | Pepe Ávila | .1529 | 2024 | |
| 3 | Woody Gates | .1724 | 2018 | |
| 4 | Jeff Payton | .1728 | 2023 | |
| 5 | Jonathan Lee | .1781 | 2033 | |
| 6 | Jimmy Miller | .2027 | 2030 | |
| 7 | Jeff Horton# | .2034 | 2051 | |
| 8 | Gil Rivas# | .2041 | 2042 | |
| 9 | Miguel Fernández# | .2131 | 2048 | |
| 10 | Preston Pace | .2182 | 2011 | |
| 11 | Chris Crawford# | .2222 | 2048 | |
| 11 | Pedro Ramírez | .2222 | 2038 | |
| 13 | Juan Varela* | .2371 | 2022 | |
| 14 | Joe Hunt | .2459 | 2024 | |
| 15 | Warren Shoemaker | .2466 | 2026 | |
| 16 | Pedro Soto | .2542 | 2024 | |
| 17 | Pat Rice | .2586 | 2013 | |
| 18 | Alberto Molina | .2597 | 2015 | |
| 19 | Miguel Angel Enríquez# | .2714 | 2038 | |
| 20 | Denboba Moyo# | .2881 | 2049 | |
| 21 | David Núñez | .2892 | 2022 | |
| 22 | Ricky Moore# | .2963 | 2050 | |
| 23 | Jimmy Miller | .3171 | 2029 | |
| 24 | Chris Hopkins | .3194 | 2019 | |
| 25 | Mike Conroy | .3239 | 2021 | |
| 26 | Sam Franks | .3284 | 2031 | |
| 27 | Harold Ingram | .3333 | 2035 | |
| 28 | Grant Clark | .3429 | 2027 | |
| 29 | Pedro Moreno | .3514 | 2022 | |
| 30 | Bobby Neely | .3562 | 2016 | |
| 31 | Mario Mercado# | .3607 | 2046 | |
| 32 | Kenny Ruffin | .3608 | 2026 | |
| 33 | Roberto Gutiérrez# | .3621 | 2050 | |
| 34 | Juan Carlos Gómez# | .3729 | 2047 | |
| 35 | Alex MacAdam | .3789 | 2032 | |
| 36 | Charles Schneider | .3860 | 2030 | |
| 37 | Felipe García# | .3871 | 2049 | |
| 38 | Fernando Martínez# | .4098 | 2047 | |
| 38 | Hang-ki Ti# | .4098 | 2051 | |
| 40 | Denny Stephens | .4286 | 2012 | |
| 41 | Júlio Luna# | .4557 | 2048 | |
| 42 | Flint Hardy# | .4821 | 2040 | |
| 43 | Matt Wooten | .5873 | 2014 |
