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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | IKEA BLÅHAJ# | 7 | 2024-2063 | |
| 1 | Stun Gun# | 7 | 2053-2055 | |
| 3 | Garlic Bread# | 6 | 2021-2063 | |
| 3 | Mrs Dirk | 6 | 2044-2048 | |
| 3 | Retsnomekalyag Kove# | 6 | 2058-2060 | |
| 3 | Jeffery Murphy Jr. | 6 | 2031-2036 | |
| 3 | Becky Quin | 6 | 2045-2047 | |
| 3 | Rick Rohl | 6 | 2057-2060 | |
| 3 | Anthony Simmons II | 6 | 2054-2058 | |
| 3 | Twain Teetoo | 6 | 2023-2051 | |
| 3 | Goo Rin Vudu | 6 | 2048-2051 | |
| 12 | Len Kagamine | 5 | 2042-2044 | |
| 12 | Ryan Knock# | 5 | 2054-2056 | |
| 12 | Guy-Manuel L'or# | 5 | 2057-2060 | |
| 12 | Jethro Tull# | 5 | 2048-2049 | |
| 12 | Beeg Yosh# | 5 | 2033-2063 | |
| 17 | Benjamin Abenduct# | 4 | 2061-2062 | |
| 17 | UNUNUN AWOOOOOOORXT# | 4 | 2024-2063 | |
| 17 | John Barron | 4 | 2039-2040 | |
| 17 | Lots-o'-Heineken Bear# | 4 | 2051-2063 | |
| 17 | Glyn Davies* | 4 | 2040-2043 | |
| 17 | James Gordon | 4 | 2044-2048 | |
| 17 | Vincent Heiderscheid# | 4 | 2057-2061 | |
| 17 | Smash Jackson | 4 | 2034-2035 | |
| 17 | Damian Jansen-Crenshaw | 4 | 2042-2044 | |
| 17 | Kim Ji-Woo# | 4 | 2060-2061 | |
| 17 | Walrus Jones | 4 | 2045-2047 | |
| 17 | Ouro Kronii# | 4 | 2033-2063 | |
| 17 | Brusdar Lemonade | 4 | 2040-2042 | |
| 17 | Unaaq Lyberth# | 4 | 2057-2061 | |
| 17 | Trongle Man# | 4 | 2024-2063 | |
| 17 | Bark Muehrle* | 4 | 2039-2040 | |
| 17 | Kanye North | 4 | 2046-2047 | |
| 17 | Riabi | 4 | 2049-2053 | |
| 17 | Maverick Smoltz | 4 | 2040-2043 | |
| 17 | Tyrone White | 4 | 2049-2053 | |
| 37 | Katsuki Bakugo# | 3 | 2060-2061 | |
| 37 | Peko Bear | 3 | 2046-2049 | |
| 37 | Aaron Beckett* | 3 | 2043-2046 | |
| 37 | Bill Bisquick | 3 | 2029-2030 | |
| 37 | Drew Buckley | 3 | 2030-2034 | |
| 37 | John Camden Jr# | 3 | 2046-2048 | |
| 37 | Cookie# | 3 | 2053-2054 | |
| 37 | Franklin Judge Cruiser# | 3 | 2056-2058 | |
| 37 | Fyre Dragon | 3 | 2052-2053 | |
| 37 | Psy Duck# | 3 | 2050-2053 | |
| 37 | Wutcanisae Eksepurwelkam# | 3 | 2051-2053 | |
| 37 | Bauer Elperro | 3 | 2055-2059 | |
| 37 | Andrei Farias | 3 | 2032-2034 | |
| 37 | Herbert Fisher# | 3 | 2057-2061 | |
| 37 | Calloway Flowers | 3 | 2028-2030 | |
| 37 | Jose Forty-Three# | 3 | 2058-2062 | |
| 37 | Papa Freddy | 3 | 2044-2045 | |
| 37 | Kelvin Gauzeman# | 3 | 2055-2057 | |
| 37 | Gaslight Gatekeep Girlboss | 3 | 2054-2058 | |
| 37 | Starburns Glorbenspeel# | 3 | 2058-2061 | |
| 37 | Billy Grier | 3 | 2035-2037 | |
| 37 | Cameron Grimes | 3 | 2043-2045 | |
| 37 | Robert Grimes | 3 | 2039-2043 | |
| 37 | Bingo Hammersmith | 3 | 2035-2037 | |
| 37 | Evan Heed | 3 | 2044-2046 | |
| 37 | Joey | 3 | 2046-2049 | |
| 37 | Carl Johnson# | 3 | 2058-2059 | |
| 37 | King Julian# | 3 | 2040-2062 | |
| 37 | Blain K'Spais# | 3 | 2021-2063 | |
| 37 | Lucian Kuromochi | 3 | 2034-2036 | |
| 37 | Ragnar Lothbrok# | 3 | 2054-2057 | |
| 37 | John Marston# | 3 | 2049-2051 | |
| 37 | Chappy McChapperson# | 3 | 2057-2061 | |
| 37 | Siaosi Multiauaopele | 3 | 2043-2047 | |
| 37 | Jolene Mydog | 3 | 2053-2057 | |
| 37 | Parker Ness | 3 | 2051-2055 | |
| 37 | Big Newff | 3 | 2047-2050 | |
| 37 | Barack Obama* | 3 | 2028-2029 | |
| 37 | Tony Pisano | 3 | 2022-2026 | |
| 37 | CJ Roulo | 3 | 2031-2033 | |
| 37 | Roxas | 3 | 2042-2043 | |
| 37 | Jeff Salad# | 3 | 2057-2060 | |
| 37 | Baron Samedi# | 3 | 2061-2062 | |
| 37 | Erin Silence# | 3 | 2049-2051 | |
| 37 | Winnie the Pabst# | 3 | 2040-2063 | |
| 37 | Nick Torsky | 3 | 2031-2034 | |
| 37 | Barney Turbo | 3 | 2040-2044 | |
| 37 | Tommy van der Honken# | 3 | 2055-2058 | |
| 37 | Matthew West | 3 | 2048-2052 | |
| 37 | Johnny Whiplash | 3 | 2049-2053 | |
| 37 | Harmichael [redacted] | 3 | 2042-2046 | |
| 88 | Literally 1984 | 2 | 2047-2051 | |
| 88 | Ilub Anchovy# | 2 | 2053-2054 | |
| 88 | Valorant Arcanum# | 2 | 2058-2060 | |
| 88 | Jared Atkins | 2 | 2046-2047 | |
| 88 | Willow Baxter# | 2 | 2051-2055 | |
| 88 | Bob Beaumont | 2 | 2035-2036 | |
| 88 | Inker Belle | 2 | 2041-2043 | |
| 88 | Beta Bombs | 2 | 2045-2047 | |
| 88 | Todd Bonzalez | 2 | 2036-2038 | |
| 88 | Bauer Bottom# | 2 | 2050-2063 | |
| 88 | Jack Brady | 2 | 2040-2041 | |
| 88 | CJ Brandonson | 2 | 2043-2044 | |
| 88 | Thaddeus Branson | 2 | 2040-2044 |
