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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Akeem Bostick | .2671 | 2020 | |
| 2 | Aurelio Benedettini | .2821 | 2021 | |
| 3 | Danny Miranda | .2829 | 2025 | |
| 4 | Hamid Hassani | .2922 | 2024 | |
| 5 | Toshiyuki Takahashi# | .2956 | 2035 | |
| 6 | Ben McKnight | .3014 | 2028 | |
| 7 | Jake Kramer# | .3038 | 2035 | |
| 7 | Andy Frey# | .3038 | 2034 | |
| 9 | José Rivera | .3043 | 2022 | |
| 10 | Jim Watson | .3068 | 2020 | |
| 11 | Bob Turner | .3084 | 2021 | |
| 12 | Austin Fairchild | .3085 | 2023 | |
| 13 | Taijuan Walker | .3092 | 2025 | |
| 14 | Ron Leach | .3105 | 2024 | |
| 15 | Bernie Stanton | .3168 | 2023 | |
| 15 | Jud Gordon | .3168 | 2030 | |
| 17 | Jim Skinner | .3171 | 2021 | |
| 18 | Kevin Ziomek | .3172 | 2015 | |
| 19 | Juan Domínguez | .3183 | 2032 | |
| 20 | Pete Kindersley# | .3195 | 2027 | |
| 21 | Joe Carnes | .3207 | 2026 | |
| 22 | Juan Carlos Mendoza | .3221 | 2022 | |
| 23 | Devin Smeltzer | .3223 | 2020 | |
| 24 | Ian McKinney | .3228 | 2020 | |
| 25 | Ernie Moore | .3231 | 2029 | |
| 26 | Jesús González | .3237 | 2028 | |
| 27 | Ira Brown# | .3240 | 2035 | |
| 28 | Joe Phillips | .3241 | 2022 | |
| 29 | B.J. Rodríguez# | .3257 | 2027 | |
| 30 | Brady Aiken | .3261 | 2023 | |
| 31 | Ben Montgomery# | .3278 | 2031 | |
| 32 | Ijsbert Renders | .3291 | 2028 | |
| 33 | Bert Brooks# | .3318 | 2022 | |
| 34 | Cisco López | .3327 | 2022 | |
| 35 | Steve Simpson | .3340 | 2024 | |
| 36 | Dave Robinson# | .3342 | 2028 | |
| 37 | Denver Kennedy# | .3344 | 2024 | |
| 38 | Jonathan Major# | .3366 | 2027 | |
| 39 | Raúl Vargas# | .3396 | 2035 | |
| 40 | Triston McKenzie | .3398 | 2021 | |
| 41 | Eric Delaney | .3424 | 2019 | |
| 42 | Odmar Bogers# | .3445 | 2030 | |
| 43 | Ernesto Ramírez | .3464 | 2024 | |
| 44 | Bob Anderson | .3468 | 2023 | |
| 45 | Raúl Valadez# | .3474 | 2027 | |
| 46 | Shi-fu Lee | .3475 | 2020 | |
| 47 | Leo May | .3476 | 2030 | |
| 48 | Arturo Vázquez | .3484 | 2019 | |
| 49 | Anthony Roux | .3487 | 2022 | |
| 50 | Edgar Cantú# | .3488 | 2032 | |
| 51 | Ijsbert Renders | .3491 | 2030 | |
| 52 | Jorge Valentín | .3498 | 2026 | |
| 52 | José Robles | .3498 | 2023 | |
| 54 | Héctor Ramos | .3500 | 2022 | |
| 55 | R.J. Brown | .3505 | 2030 | |
| 56 | Rob Zimmerman | .3510 | 2030 | |
| 57 | Donn Roach | .3514 | 2017 | |
| 57 | Jonathan Teaney | .3514 | 2018 | |
| 59 | Jairo Pacheco | .3520 | 2022 | |
| 60 | Phil Martin | .3524 | 2024 | |
| 61 | Luis Borges | .3527 | 2023 | |
| 62 | Dave MacPhedron# | .3534 | 2032 | |
| 63 | Jonathan Rampolla# | .3538 | 2026 | |
| 64 | Felix Sterling | .3542 | 2017 | |
| 65 | Tim Bergeron# | .3544 | 2035 | |
| 66 | Luis Hernández# | .3550 | 2032 | |
| 67 | Zach Shannon | .3551 | 2021 | |
| 68 | Jairo Pacheco | .3553 | 2024 | |
| 69 | José García# | .3573 | 2034 | |
| 70 | Jeff Cole# | .3575 | 2035 | |
| 70 | Joel Scott | .3575 | 2024 | |
| 72 | Clay Holmes | .3576 | 2017 | |
| 73 | Michael Fulmer | .3579 | 2015 | |
| 74 | Juan Vallejo | .3580 | 2028 | |
| 75 | Kevin Stephens | .3581 | 2019 | |
| 76 | Austin Fairchild | .3582 | 2021 | |
| 77 | Hamid Hassani | .3597 | 2023 | |
| 78 | Peter Teglbjaerg | .3598 | 2023 | |
| 79 | Ed Melnick# | .3599 | 2028 | |
| 80 | Hector Villarroel | .3600 | 2021 | |
| 81 | Chris Oliver | .3602 | 2022 | |
| 82 | Jose Zerpa | .3608 | 2022 | |
| 83 | Mac Marshall | .3611 | 2019 | |
| 84 | Tommy Duncan | .3613 | 2021 | |
| 85 | Corey Oswalt | .3628 | 2019 | |
| 86 | Jesse Biddle | .3640 | 2015 | |
| 87 | Wilson Requena | .3641 | 2019 | |
| 88 | Pancho Marentes | .3645 | 2027 | |
| 89 | Cristiano Maldonado | .3646 | 2023 | |
| 90 | Luis Durán# | .3655 | 2028 | |
| 91 | Ben Gaskin | .3658 | 2028 | |
| 92 | Jeff Carpenter | .3664 | 2022 | |
| 93 | Chris Evans | .3665 | 2023 | |
| 94 | Chip Thomas | .3670 | 2026 | |
| 95 | Josh McNeil | .3672 | 2022 | |
| 96 | Jon Smart# | .3676 | 2021 | |
| 96 | Darren Lucas | .3676 | 2022 | |
| 98 | José Lara | .3677 | 2023 | |
| 99 | Joe Douglas# | .3681 | 2028 | |
| 100 | Juan Domínguez | .3686 | 2030 |
