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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jake Ashley | .2707 | 2026-2028 | |
| 2 | Eric Price | .2802 | 2017-2020 | |
| 3 | Dave Smith | .2934 | 2018-2020 | |
| 4 | Jim Coker | .2955 | 2018-2020 | |
| 5 | Dave Jennings | .3017 | 2018-2020 | |
| 6 | Jesús Ortega | .3037 | 2026-2028 | |
| 7 | Steve Vincent* | .3050 | 2018-2020 | |
| 8 | Steve Davis | .3058 | 2018-2020 | |
| 9 | Chris Miller | .3086 | 2027-2029 | |
| 10 | Curt Peterson | .3098 | 2025-2027 | |
| 11 | Jon Swanson | .3122 | 2019-2021 | |
| 12 | Kel Walden | .3128 | 2017-2019 | |
| 13 | José Méndez | .3130 | 2021-2023 | |
| 14 | Jim Fish | .3134 | 2018-2020 | |
| 15 | Ben Dale | .3148 | 2021-2023 | |
| 16 | Bob Parker | .3154 | 2021-2023 | |
| 17 | Steve Edwards | .3222 | 2018-2020 | |
| 18 | Mike Powell | .3236 | 2018-2020 | |
| 19 | César Ramírez | .3238 | 2020-2022 | |
| 20 | Bob Grant* | .3275 | 2027-2029 | |
| 21 | Johnny Washington | .3281 | 2024-2026 | |
| 22 | Zander Wright | .3316 | 2023-2025 | |
| 23 | Jimmy Small | .3325 | 2018-2020 | |
| 24 | Lars-Bjorn Grundvig | .3347 | 2017-2020 | |
| 25 | John Snelgrove | .3355 | 2018-2020 | |
| 26 | Beau Prince | .3358 | 2017-2019 | |
| 27 | Joe Miller | .3360 | 2021-2023 | |
| 28 | Willie Gutiérrez | .3369 | 2029-2031 | |
| 29 | Jeff Ellison | .3383 | 2025-2027 | |
| 30 | Pete Fleming# | .3393 | 2043-2046 | |
| 31 | Randy White | .3394 | 2017-2020 | |
| 32 | Dana Bolen | .3395 | 2017-2020 | |
| 33 | Kevin Gray | .3410 | 2039-2042 | |
| 34 | Dennis Carlson# | .3416 | 2043-2046 | |
| 35 | Edmund McCullough | .3423 | 2021-2023 | |
| 36 | Mike Dalton | .3445 | 2023-2025 | |
| 37 | César Hernández | .3459 | 2018-2020 | |
| 38 | Greg Goff | .3463 | 2019-2021 | |
| 39 | Lou Harvey# | .3474 | 2043-2046 | |
| 40 | Rubén Ferreira* | .3479 | 2018-2020 | |
| 41 | Jonathan Wilson | .3484 | 2026-2028 | |
| 42 | Iván Salcido# | .3496 | 2043-2046 | |
| 43 | Jerry Sánchez | .3508 | 2018-2020 | |
| 44 | Bob Bell | .3514 | 2026-2028 | |
| 45 | Devin Holland | .3529 | 2019-2021 | |
| 46 | Jeff Stephens | .3532 | 2018-2020 | |
| 47 | Manuel Schleusingen | .3540 | 2024-2026 | |
| 48 | Ken Clarke | .3544 | 2028-2030 | |
| 49 | Greg Wilkinson# | .3563 | 2043-2046 | |
| 50 | Tommy Green | .3566 | 2018-2020 | |
| 51 | Les Richter | .3571 | 2039-2042 | |
| 51 | Jonah Vance | .3571 | 2043-2046 | |
| 53 | Jarred Hill# | .3587 | 2043-2046 | |
| 54 | Ed Brooks | .3599 | 2025-2027 | |
| 55 | José Manuel | .3601 | 2026-2028 | |
| 56 | Kevin Savard | .3607 | 2019-2021 | |
| 57 | Terrence Beck | .3613 | 2024-2026 | |
| 58 | Jermaine Dunn | .3614 | 2043-2046 | |
| 58 | Jamie Drake | .3614 | 2018-2020 | |
| 60 | Ted Hunt | .3666 | 2018-2020 | |
| 61 | Vic Taylor | .3667 | 2018-2020 | |
| 62 | Keagan Gill | .3668 | 2023-2025 | |
| 63 | Charlie Norton | .3673 | 2024-2026 | |
| 64 | Ed Johnston | .3687 | 2022-2024 | |
| 65 | Brad Nelson | .3708 | 2018-2020 | |
| 66 | Bill Snow | .3721 | 2020-2022 | |
| 67 | Jeremias Kennedy | .3747 | 2022-2024 | |
| 68 | Nate Mulholland# | .3757 | 2043-2046 | |
| 69 | Eric Turner | .3760 | 2022-2024 | |
| 70 | Rob Robinson | .3776 | 2043-2046 | |
| 71 | Erik Oliver | .3779 | 2018-2020 | |
| 72 | Franck Lenglet | .3800 | 2029-2031 | |
| 72 | José Fernández | .3800 | 2028-2030 | |
| 74 | Mario Gonzáles | .3801 | 2022-2024 | |
| 75 | Jeff Amery | .3813 | 2039-2042 | |
| 75 | Alfredo Montaño | .3813 | 2017-2019 | |
| 77 | Mike Madison | .3820 | 2044-2047 | |
| 78 | Steve Carpenter | .3822 | 2041-2044 | |
| 79 | Charlie Ruggles | .3830 | 2024-2026 | |
| 80 | Tetsuhiko Kichida | .3831 | 2017-2019 | |
| 81 | Chris McPherson | .3837 | 2019-2021 | |
| 82 | Bob Pérez | .3850 | 2039-2042 | |
| 83 | Mike Gómez# | .3860 | 2042-2045 | |
| 84 | Kai Bramall | .3876 | 2038-2041 | |
| 84 | Tony Jackson | .3876 | 2039-2042 | |
| 86 | Ron Tucker# | .3880 | 2042-2045 | |
| 87 | Frédérick Martineau | .3887 | 2038-2041 | |
| 88 | Bill Fowlow | .3902 | 2038-2041 | |
| 89 | Matthieu Schmitt | .3908 | 2042-2045 | |
| 90 | Juan Villanueva | .3913 | 2017-2020 | |
| 91 | Steffen Brown | .3915 | 2043-2046 | |
| 92 | Josh Watherston | .3940 | 2026-2028 | |
| 93 | Hal Joe | .3962 | 2021-2023 | |
| 94 | Dave Kessler | .3965 | 2027-2029 | |
| 95 | Jon Hester | .3968 | 2039-2042 | |
| 96 | Dave Tuttle | .3977 | 2023-2025 | |
| 97 | Jimmy Sheehan | .3986 | 2038-2041 | |
| 98 | Steve Rose | .3988 | 2042-2045 | |
| 99 | Rob Wilson | .4000 | 2038-2041 | |
| 100 | Joe Stapylton | .4003 | 2021-2023 |
