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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Sportsboy57 | 1.000 | 2049 | |
| 1 | Slim Dougan* | 1.000 | 2039 | |
| 1 | Rayz Funk | 1.000 | 2042 | |
| 4 | Starscream* | .952 | 2061 | |
| 5 | Greg Steiner* | .944 | 2030 | |
| 6 | Booze Gooser* | .913 | 2049 | |
| 7 | Cantaloupe Crocodile | .905 | 2049 | |
| 7 | S'Vanaleigh Mykutowicz* | .905 | 2051 | |
| 7 | Blu Line* | .905 | 2035 | |
| 7 | Ryan Stryker Jr.* | .905 | 2064 | |
| 11 | Ed Barker* | .900 | 2037 | |
| 11 | J.A. Jabs* | .900 | 2029 | |
| 11 | Elston Sinclair* | .900 | 2026 | |
| 11 | Anderson Pooper | .900 | 2025 | |
| 15 | Mikhail Bergen | .895 | 2031 | |
| 15 | James Daly | .895 | 2065 | |
| 15 | Guy Walker* | .895 | 2029 | |
| 18 | Luna José RodrÃguez Ortiz | .889 | 2065 | |
| 18 | Starscream* | .889 | 2060 | |
| 20 | Holly Sheet# | .882 | 2076 | |
| 20 | Bob Beaumont | .882 | 2041 | |
| 22 | Braylan Moston | .875 | 2039 | |
| 22 | Cleetus McFloridaman* | .875 | 2037 | |
| 22 | Anderson Pooper | .875 | 2027 | |
| 22 | PDub Woods | .875 | 2074 | |
| 26 | Blu Line* | .870 | 2034 | |
| 27 | Evil Dictator | .867 | 2058 | |
| 27 | Derek Rogers Jr. | .867 | 2048 | |
| 29 | Phillip Thompson* | .864 | 2025 | |
| 29 | Guy Walker* | .864 | 2030 | |
| 29 | Glyn Davies* | .864 | 2050 | |
| 32 | Michael Dion | .857 | 2045 | |
| 32 | Drennifer Tarbington | .857 | 2034 | |
| 32 | Jonny Quest* | .857 | 2057 | |
| 32 | Ryan Knock | .857 | 2063 | |
| 36 | Guy Roussy# | .850 | 2070 | |
| 36 | Ryan Knock | .850 | 2061 | |
| 36 | Virzeiros Balqen | .850 | 2035 | |
| 36 | Victoria Secret* | .850 | 2026 | |
| 36 | Parker Parton | .850 | 2056 | |
| 36 | Joey Moose Jr. | .850 | 2073 | |
| 42 | Blu Line* | .846 | 2033 | |
| 42 | Professor Croakwell# | .846 | 2074 | |
| 42 | Dusty Collins | .846 | 2037 | |
| 45 | Blake Faux | .842 | 2035 | |
| 45 | Eijun Wozy | .842 | 2025 | |
| 45 | Tommy Mazeroski | .842 | 2044 | |
| 45 | Bobby Hill | .842 | 2026 | |
| 45 | Glyn Davies* | .842 | 2052 | |
| 45 | Esteban Rodriguez* | .842 | 2026 | |
| 45 | Jonny Quest* | .842 | 2059 | |
| 45 | Sportsboy57 | .842 | 2052 | |
| 45 | Remy Ratatouille | .842 | 2047 | |
| 54 | Pax Abadeer* | .840 | 2048 | |
| 55 | Kid Carsey | .833 | 2039 | |
| 55 | Vivi Zielman* | .833 | 2038 | |
| 55 | Brent Lomew* | .833 | 2034 | |
| 55 | Via Getty | .833 | 2041 | |
| 55 | Remy Lebeau# | .833 | 2074 | |
| 55 | Ryan Rose* | .833 | 2036 | |
| 55 | Starscream* | .833 | 2063 | |
| 55 | Crabby Pebbles# | .833 | 2077 | |
| 63 | Wendy Marvell* | .826 | 2054 | |
| 63 | Zach Mulder | .826 | 2070 | |
| 63 | Ryan Rose* | .826 | 2039 | |
| 66 | Esteban Rodriguez* | .824 | 2018 | |
| 66 | Xavier Crawford | .824 | 2064 | |
| 66 | Penny Kowers* | .824 | 2027 | |
| 66 | Vivi Zielman* | .824 | 2037 | |
| 66 | Joey Moose Jr. | .824 | 2076 | |
| 66 | Chuck Nasty# | .824 | 2072 | |
| 66 | DefinitelyNot EvilDictator# | .824 | 2079 | |
| 66 | Poe Scott* | .824 | 2050 | |
| 66 | D'Aroldis Borkman* | .824 | 2027 | |
| 66 | Cantaloupe Crocodile | .824 | 2047 | |
| 66 | Aiden MacDougall | .824 | 2043 | |
| 77 | Warren Peace# | .818 | 2079 | |
| 77 | Kevin Choate* | .818 | 2040 | |
| 77 | John Cowgill# | .818 | 2078 | |
| 77 | Cantaloupe Crocodile | .818 | 2048 | |
| 77 | Jose Forty-Three* | .818 | 2039 | |
| 77 | Ryan Rose* | .818 | 2038 | |
| 77 | Victoria Secret* | .818 | 2024 | |
| 77 | Psy Duck* | .818 | 2059 | |
| 77 | S'Vanaleigh Mykutowicz* | .818 | 2049 | |
| 86 | Thor Lore# | .812 | 2077 | |
| 86 | Greg Steiner* | .812 | 2021 | |
| 86 | Booze Gooser* | .812 | 2047 | |
| 86 | Ryan Lee# | .812 | 2076 | |
| 86 | Samuel Smoltz# | .812 | 2078 | |
| 91 | S'Vanaleigh Mykutowicz* | .810 | 2052 | |
| 91 | Chris Cash | .810 | 2072 | |
| 91 | Aria Bluesky# | .810 | 2072 | |
| 91 | Henry Chadwick | .810 | 2030 | |
| 91 | Allegra McArena* | .810 | 2059 | |
| 91 | Walker Cato | .810 | 2040 | |
| 91 | Taylor Johnson | .810 | 2039 | |
| 91 | Victoria Secret* | .810 | 2025 | |
| 91 | Calloway Flowers | .810 | 2038 | |
| 91 | Michael Dion | .810 | 2044 |
