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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 | Jorge Fernández# | .3064 | 2018 | |
| 5 | Nathan Kirby# | .3081 | 2017 | |
| 6 | Quentin Harris# | .3121 | 2022 | |
| 7 | David Holmberg | .3160 | 2018 | |
| 8 | Edward Small# | .3223 | 2018 | |
| 9 | Scott Meeligan# | .3238 | 2021 | |
| 10 | Rubby de la Rosa | .3240 | 2020 | |
| 11 | Will Smith | .3242 | 2017 | |
| 12 | Yohan Flande | .3266 | 2018 | |
| 13 | Nathan Kirby# | .3268 | 2018 | |
| 14 | Michael Fiers | .3269 | 2019 | |
| 15 | Todd Howard# | .3292 | 2019 | |
| 16 | Juan García# | .3304 | 2018 | |
| 17 | Felix Sterling | .3323 | 2018 | |
| 18 | Jonathan Ware# | .3327 | 2019 | |
| 19 | Anthony Dischler# | .3351 | 2017 | |
| 20 | Joan Guerrero | .3372 | 2017 | |
| 21 | Aaron Crow | .3381 | 2018 | |
| 22 | Yohan Flande | .3391 | 2017 | |
| 23 | Kyle Zimmer | .3394 | 2018 | |
| 24 | Miguel Gonzalez | .3396 | 2014 | |
| 25 | Alfonso Gallegos | .3398 | 2019 | |
| 26 | Clarke Schmidt# | .3408 | 2023 | |
| 27 | Colten Brewer | .3424 | 2017 | |
| 28 | Bryan Escanio | .3427 | 2020 | |
| 29 | Alex Faedo# | .3451 | 2020 | |
| 30 | Chase Anderson | .3455 | 2018 | |
| 31 | John McGuire# | .3456 | 2023 | |
| 32 | Chris Kahnke# | .3460 | 2021 | |
| 33 | Jacob Heatherly# | .3462 | 2021 | |
| 34 | Joe Nixon# | .3469 | 2023 | |
| 35 | Dwight Hanson# | .3477 | 2020 | |
| 36 | Gabriel Guerrero# | .3483 | 2018 | |
| 37 | Scott Alexander# | .3489 | 2017 | |
| 38 | Tim Cates# | .3494 | 2022 | |
| 39 | Riley Ferguson# | .3495 | 2021 | |
| 40 | Tim Cates# | .3517 | 2021 | |
| 41 | Hunter Greene# | .3518 | 2020 | |
| 42 | Josh Smith | .3522 | 2018 | |
| 43 | Chris Roach# | .3529 | 2021 | |
| 44 | Shawn Stephens# | .3549 | 2018 | |
| 45 | Josh Smith | .3551 | 2017 | |
| 46 | Richard Rodriguez | .3556 | 2018 | |
| 47 | Jack Duffey# | .3557 | 2017 | |
| 48 | Drew Childs | .3558 | 2020 | |
| 49 | Mike Franklin# | .3568 | 2019 | |
| 50 | Bobby Milton# | .3571 | 2017 | |
| 51 | Jackson Kowar# | .3574 | 2021 | |
| 52 | Porter Curran# | .3584 | 2017 | |
| 53 | Bill Deely# | .3611 | 2021 | |
| 54 | Jeff Ferrell | .3623 | 2013 | |
| 55 | Jose Campos# | .3643 | 2014 | |
| 56 | Bartolo Medina | .3646 | 2019 | |
| 56 | A.J. Bentley# | .3646 | 2022 | |
| 58 | Jorge Rodríguez# | .3648 | 2022 | |
| 59 | Tyler Dyson# | .3659 | 2023 | |
| 60 | Mason Radeke# | .3671 | 2017 | |
| 61 | Tommy Hanson | .3682 | 2021 | |
| 62 | Paul Hale# | .3683 | 2018 | |
| 63 | Konnor Pilkington# | .3688 | 2022 | |
| 64 | Jimmy Shaw# | .3694 | 2021 | |
| 65 | Joan Guerrero | .3702 | 2018 | |
| 66 | Masanobu Mochizuki# | .3713 | 2015 | |
| 67 | Ashton Moore# | .3715 | 2020 | |
| 68 | Juan Jaime | .3718 | 2014 | |
| 69 | Brandon Dixon# | .3720 | 2020 | |
| 70 | Julio Teheran# | .3721 | 2019 | |
| 71 | Brett Oberholtzer | .3723 | 2016 | |
| 72 | José Pérez# | .3726 | 2023 | |
| 73 | Bernalldo Borreco# | .3727 | 2019 | |
| 74 | Brandon Bonilla# | .3734 | 2023 | |
| 75 | Matt Cain | .3737 | 2020 | |
| 76 | Dan Hughes# | .3741 | 2022 | |
| 77 | Carter Capps | .3748 | 2013 | |
| 78 | Luis Gohara# | .3750 | 2020 | |
| 78 | Juan Alvarado# | .3750 | 2020 | |
| 80 | Jeff Niemann | .3758 | 2018 | |
| 81 | Chris Sale# | .3773 | 2014 | |
| 82 | Roberto Muñíz# | .3777 | 2022 | |
| 83 | Zach Linginfelter# | .3790 | 2021 | |
| 84 | Nolan Sanburn# | .3796 | 2019 | |
| 85 | Juan Romero# | .3803 | 2021 | |
| 86 | Kelvin Lopez | .3808 | 2019 | |
| 87 | Manuel Cordova | .3810 | 2018 | |
| 87 | Henderson Alvarez | .3810 | 2019 | |
| 89 | Bryse Wilson# | .3821 | 2022 | |
| 90 | Chad Jenkins | .3825 | 2016 | |
| 90 | Keyvius Sampson# | .3825 | 2013 | |
| 92 | Lucas Sims# | .3830 | 2017 | |
| 93 | Tony Gutiérrez# | .3853 | 2023 | |
| 94 | David Miller# | .3858 | 2023 | |
| 94 | Brian Ames# | .3858 | 2017 | |
| 96 | Gavin Floyd | .3862 | 2018 | |
| 97 | Colten Brewer | .3892 | 2018 | |
| 98 | Parker Happenny# | .3901 | 2023 | |
| 99 | Thomas Girdwood | .3904 | 2017 | |
| 100 | Chad Jenkins | .3905 | 2017 |
