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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Rod Swift# | .2998 | 2018 | |
| 2 | Jorge Rodríguez# | .3021 | 2023 | |
| 3 | Paul Hale# | .3047 | 2019 | |
| 4 | Alex Early# | .3048 | 2024 | |
| 5 | Jorge Fernández# | .3064 | 2018 | |
| 6 | Nathan Kirby# | .3081 | 2017 | |
| 7 | Quentin Harris# | .3121 | 2022 | |
| 8 | Max Allen# | .3129 | 2024 | |
| 9 | Carmen Mlodzinski# | .3131 | 2024 | |
| 10 | David Holmberg | .3160 | 2018 | |
| 11 | John Bauer# | .3202 | 2024 | |
| 12 | Edward Small# | .3223 | 2018 | |
| 13 | Scott Meeligan# | .3238 | 2021 | |
| 14 | Rubby de la Rosa | .3240 | 2020 | |
| 15 | Will Smith | .3242 | 2017 | |
| 16 | Yohan Flande | .3266 | 2018 | |
| 17 | Nathan Kirby# | .3268 | 2018 | |
| 18 | Michael Fiers | .3269 | 2019 | |
| 19 | Todd Howard# | .3292 | 2019 | |
| 20 | Juan García# | .3304 | 2018 | |
| 21 | Tyler Clayton# | .3321 | 2024 | |
| 21 | Garrett Beck# | .3321 | 2024 | |
| 23 | Felix Sterling | .3323 | 2018 | |
| 24 | Jonathan Ware | .3327 | 2019 | |
| 24 | Kodai Senga# | .3327 | 2025 | |
| 26 | Anthony Dischler | .3351 | 2017 | |
| 27 | Hogan Harris# | .3359 | 2024 | |
| 28 | Michael Torretta# | .3366 | 2024 | |
| 29 | Joan Guerrero | .3372 | 2017 | |
| 29 | Tyler Anderson | .3372 | 2024 | |
| 31 | Aaron Crow | .3381 | 2018 | |
| 32 | Yohan Flande | .3391 | 2017 | |
| 33 | Kyle Zimmer | .3394 | 2018 | |
| 34 | Miguel Gonzalez | .3396 | 2014 | |
| 35 | Alfonso Gallegos | .3398 | 2019 | |
| 36 | Danny Jeremiah# | .3399 | 2025 | |
| 37 | Clarke Schmidt# | .3408 | 2023 | |
| 38 | Colten Brewer | .3424 | 2017 | |
| 39 | Bryan Escanio | .3427 | 2020 | |
| 40 | Alex Faedo | .3451 | 2020 | |
| 41 | Chase Anderson | .3455 | 2018 | |
| 42 | John McGuire# | .3456 | 2023 | |
| 43 | Chris Kahnke# | .3460 | 2021 | |
| 44 | Will Heupel# | .3462 | 2024 | |
| 44 | Jacob Heatherly# | .3462 | 2021 | |
| 46 | Dwight Hanson# | .3477 | 2020 | |
| 47 | Gabriel Guerrero | .3483 | 2018 | |
| 48 | Scott Alexander | .3489 | 2017 | |
| 49 | Tim Cates# | .3494 | 2022 | |
| 50 | Riley Ferguson# | .3495 | 2021 | |
| 51 | Tim Cates# | .3517 | 2021 | |
| 52 | Hunter Greene# | .3518 | 2020 | |
| 53 | Josh Smith | .3522 | 2018 | |
| 54 | Chris Roach# | .3529 | 2021 | |
| 55 | Jacob Morris# | .3541 | 2024 | |
| 56 | Cole Thompson# | .3545 | 2024 | |
| 57 | Shawn Stephens# | .3549 | 2018 | |
| 58 | Braden Larue# | .3550 | 2024 | |
| 59 | Josh Smith | .3551 | 2017 | |
| 60 | Matt Parker# | .3552 | 2024 | |
| 61 | Richard Rodriguez | .3556 | 2018 | |
| 62 | Jack Duffey# | .3557 | 2017 | |
| 63 | Drew Childs | .3558 | 2020 | |
| 64 | Mike Franklin# | .3568 | 2019 | |
| 65 | Bobby Milton# | .3571 | 2017 | |
| 66 | Jackson Kowar# | .3574 | 2021 | |
| 67 | Porter Curran# | .3584 | 2017 | |
| 68 | Dwight Hanson# | .3611 | 2024 | |
| 68 | Bill Deely | .3611 | 2021 | |
| 70 | Jeff Ferrell | .3623 | 2013 | |
| 71 | Jose Campos | .3643 | 2014 | |
| 72 | Bartolo Medina | .3646 | 2019 | |
| 72 | A.J. Bentley# | .3646 | 2022 | |
| 74 | Jorge Rodríguez# | .3648 | 2022 | |
| 75 | Tyler Dyson# | .3659 | 2023 | |
| 76 | Blake Witt# | .3672 | 2024 | |
| 77 | Tommy Hanson | .3682 | 2021 | |
| 78 | Paul Hale# | .3683 | 2018 | |
| 79 | Konnor Pilkington# | .3688 | 2022 | |
| 80 | Jimmy Shaw# | .3694 | 2021 | |
| 81 | Joan Guerrero | .3702 | 2018 | |
| 82 | Masanobu Mochizuki | .3713 | 2015 | |
| 83 | Ashton Moore# | .3715 | 2020 | |
| 84 | Juan Jaime | .3718 | 2014 | |
| 85 | Brandon Dixon# | .3720 | 2020 | |
| 86 | Julio Teheran | .3721 | 2019 | |
| 87 | Brett Oberholtzer | .3723 | 2016 | |
| 88 | Jacob Morris# | .3724 | 2025 | |
| 89 | José Pérez# | .3726 | 2023 | |
| 90 | Kodai Senga# | .3727 | 2024 | |
| 90 | Bernalldo Borreco | .3727 | 2019 | |
| 92 | Tahnaj Thomas# | .3734 | 2024 | |
| 92 | Brandon Bonilla# | .3734 | 2023 | |
| 94 | Matt Cain | .3737 | 2020 | |
| 95 | Dan Hughes# | .3741 | 2022 | |
| 96 | Carter Capps | .3748 | 2013 | |
| 97 | Juan Alvarado# | .3750 | 2020 | |
| 97 | Luis Gohara# | .3750 | 2020 | |
| 99 | Scott Clark# | .3756 | 2024 | |
| 100 | Jeff Niemann | .3758 | 2018 |
