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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Henry Chadwick | 1.000 | 2028-2041 | |
| 1 | Shayne Green | 1.000 | 2031-2040 | |
| 1 | Mac Kaarbine | 1.000 | 2021-2031 | |
| 1 | Max Miller | 1.000 | 2038-2042 | |
| 1 | Tucker Montgomery | 1.000 | 2051-2060 | |
| 1 | Nacho Varga | 1.000 | 2029-2041 | |
| 7 | John Marston# | .923 | 2052-2063 | |
| 8 | Rayz Funk | .909 | 2035-2047 | |
| 9 | Amp Dupree | .889 | 2029-2041 | |
| 10 | Frederick Birdington | .875 | 2025-2037 | |
| 10 | Yakul Red | .875 | 2045-2056 | |
| 10 | Romeo Rosas# | .875 | 2056-2063 | |
| 13 | Dogwood Maple | .833 | 2039-2053 | |
| 13 | Troen NoHands | .833 | 2036-2044 | |
| 13 | Nolan Nola | .833 | 2045-2057 | |
| 16 | Phil Graves | .800 | 2036-2044 | |
| 16 | Kit Katcher | .800 | 2049-2057 | |
| 16 | Duckworth Lewis | .800 | 2039-2049 | |
| 16 | Brandon Maurer# | .800 | 2052-2063 | |
| 20 | Wayne Wheeler# | .778 | 2057-2063 | |
| 21 | Parker Ness | .750 | 2056-2061 | |
| 21 | Tom Riddle | .750 | 2042-2055 | |
| 21 | Matt Stro# | .750 | 2053-2063 | |
| 24 | Greg Steiner* | .733 | 2018-2031 | |
| 25 | Cesar Azuaje# | .727 | 2050-2062 | |
| 25 | Chaz LaLocke | .727 | 2017-2030 | |
| 27 | Ed Barker* | .714 | 2027-2039 | |
| 27 | Kelvin Gauzeman# | .714 | 2058-2063 | |
| 27 | Gionna Morgan | .714 | 2048-2060 | |
| 30 | Matthew Auston | .700 | 2019-2031 | |
| 30 | Aiden MacDougall | .700 | 2036-2050 | |
| 30 | Ike Sampson# | .700 | 2055-2063 | |
| 30 | Aduke Singh* | .700 | 2043-2054 | |
| 34 | Sportsboy57 | .692 | 2045-2059 | |
| 35 | Phillip Thompson* | .684 | 2018-2028 | |
| 36 | Busta Baxter | .667 | 2042-2054 | |
| 36 | Shauer Handel IV | .667 | 2029-2037 | |
| 36 | Acheoar Hippocrites# | .667 | 2053-2063 | |
| 36 | Colton Kai | .667 | 2030-2041 | |
| 36 | Abraham Lincrab | .667 | 2048-2058 | |
| 36 | Stephanie Morgan | .667 | 2039-2052 | |
| 36 | Matthew Paul* | .667 | 2035-2045 | |
| 36 | Anderson Pooper | .667 | 2023-2033 | |
| 36 | Esteban Rodriguez Jr. | .667 | 2039-2049 | |
| 36 | Pete Rose | .667 | 2019-2032 | |
| 36 | Hidetoshi Shinkansen | .667 | 2033-2042 | |
| 36 | John Smoltz Jr.* | .667 | 2017-2025 | |
| 36 | Jackson Woller | .667 | 2039-2047 | |
| 36 | Kosei Yoshida | .667 | 2029-2034 | |
| 50 | Athena Aria* | .652 | 2045-2058 | |
| 51 | Glyn Davies* | .647 | 2044-2057 | |
| 51 | Esteban Rodriguez* | .647 | 2017-2029 | |
| 53 | Sam Antonio | .636 | 2048-2062 | |
| 53 | Poe Scott | .636 | 2045-2060 | |
| 53 | Regnaleb Sivart | .636 | 2032-2045 | |
| 56 | Via Getty | .625 | 2036-2047 | |
| 56 | Billy Grier | .625 | 2038-2049 | |
| 56 | Barry Keller | .625 | 2024-2036 | |
| 56 | Ryan Knock# | .625 | 2057-2063 | |
| 56 | Tristan Leung* | .625 | 2032-2043 | |
| 56 | Fumikage Tokoyami | .625 | 2035-2044 | |
| 56 | Pete Williams | .625 | 2051-2060 | |
| 63 | Allegra McArena# | .611 | 2052-2063 | |
| 63 | Ryan Rose* | .611 | 2031-2042 | |
| 63 | Guy Walker* | .611 | 2021-2034 | |
| 66 | Barry B Benson | .600 | 2042-2051 | |
| 66 | Walker Cato | .600 | 2034-2047 | |
| 66 | Matty Deferrari | .600 | 2041-2048 | |
| 66 | Dirk Digglet | .600 | 2041-2049 | |
| 66 | Shifty LeGoose | .600 | 2037-2050 | |
| 66 | Sebastian Musgrave-Smythe* | .600 | 2017-2030 | |
| 66 | Sad Pepe | .600 | 2045-2058 | |
| 66 | Domingo Pozo | .600 | 2031-2044 | |
| 74 | Anthony Parco | .591 | 2052-2061 | |
| 75 | Wright Indadert | .588 | 2051-2062 | |
| 75 | Blu Line* | .588 | 2027-2040 | |
| 77 | Kid Carsey | .571 | 2035-2044 | |
| 77 | Kevin Choate* | .571 | 2032-2044 | |
| 77 | Slim Dougan* | .571 | 2034-2046 | |
| 77 | Damian Jansen-Crenshaw | .571 | 2045-2056 | |
| 77 | Constantine Kahn* | .571 | 2045-2053 | |
| 77 | Molly Mitchell | .571 | 2036-2048 | |
| 77 | Benny Sheets | .571 | 2052-2062 | |
| 77 | Pax Torrent# | .571 | 2050-2063 | |
| 85 | Colben Fairborn | .562 | 2026-2038 | |
| 85 | Parker Parton | .562 | 2045-2058 | |
| 87 | Walrus Jones | .556 | 2048-2060 | |
| 87 | Nova Montagne# | .556 | 2057-2063 | |
| 87 | Hiro Nakamura | .556 | 2036-2048 | |
| 87 | Johnny Toasties# | .556 | 2042-2052 | |
| 91 | Rhydon Dirty* | .545 | 2043-2056 | |
| 91 | Chuck Gamble | .545 | 2017-2029 | |
| 93 | Michael Dion | .538 | 2039-2049 | |
| 93 | Dude Manbro | .538 | 2031-2039 | |
| 93 | Glenallen Mixon* | .538 | 2043-2055 | |
| 93 | Barack Obama* | .538 | 2030-2040 | |
| 97 | Harry Styles* | .529 | 2028-2039 | |
| 98 | Khamati Kahn | .526 | 2018-2029 | |
| 98 | Penny Kowers* | .526 | 2017-2034 | |
| 100 | Virzeiros Balqen | .500 | 2030-2045 |
