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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 | 2024-2068 | |
| 1 | Stun Gun# | 7 | 2053-2055 | |
| 3 | Garlic Bread# | 6 | 2021-2067 | |
| 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 | Lots-o'-Heineken Bear# | 5 | 2051-2068 | |
| 12 | Len Kagamine | 5 | 2042-2044 | |
| 12 | Ryan Knock | 5 | 2054-2056 | |
| 12 | Guy-Manuel L'or | 5 | 2057-2060 | |
| 12 | Trongle Man# | 5 | 2024-2068 | |
| 12 | Romeo McFlourish# | 5 | 2065-2066 | |
| 12 | Jake Mitchell Jr.# | 5 | 2062-2066 | |
| 12 | Jethro Tull# | 5 | 2048-2049 | |
| 12 | Beeg Yosh# | 5 | 2033-2068 | |
| 21 | Benjamin Abenduct# | 4 | 2061-2062 | |
| 21 | UNUNUN AWOOOOOOORXT# | 4 | 2024-2068 | |
| 21 | John Barron | 4 | 2039-2040 | |
| 21 | Wade Cilliams Jr.# | 4 | 2063-2067 | |
| 21 | Glyn Davies* | 4 | 2040-2043 | |
| 21 | Nathaniel Foot# | 4 | 2065-2066 | |
| 21 | James Gordon | 4 | 2044-2048 | |
| 21 | Vincent Heiderscheid# | 4 | 2057-2061 | |
| 21 | Smash Jackson | 4 | 2034-2035 | |
| 21 | Damian Jansen-Crenshaw | 4 | 2042-2044 | |
| 21 | Kim Ji-Woo# | 4 | 2060-2061 | |
| 21 | Walrus Jones | 4 | 2045-2047 | |
| 21 | Definitelynot Kevinchoate# | 4 | 2029-2068 | |
| 21 | Ouro Kronii# | 4 | 2033-2068 | |
| 21 | Brusdar Lemonade | 4 | 2040-2042 | |
| 21 | Unaaq Lyberth | 4 | 2057-2061 | |
| 21 | Bark Muehrle* | 4 | 2039-2040 | |
| 21 | Kanye North | 4 | 2046-2047 | |
| 21 | Riabi | 4 | 2049-2053 | |
| 21 | Maverick Smoltz | 4 | 2040-2043 | |
| 21 | Tyrone White | 4 | 2049-2053 | |
| 21 | Toby Ziegler# | 4 | 2060-2064 | |
| 43 | Katsuki Bakugo# | 3 | 2060-2061 | |
| 43 | Peko Bear | 3 | 2046-2049 | |
| 43 | Aaron Beckett* | 3 | 2043-2046 | |
| 43 | Jihmih Beniko# | 3 | 2064-2066 | |
| 43 | Bill Bisquick | 3 | 2029-2030 | |
| 43 | Bauer Bottom# | 3 | 2050-2068 | |
| 43 | Drew Buckley | 3 | 2030-2034 | |
| 43 | John Camden Jr# | 3 | 2046-2048 | |
| 43 | Chris Cash# | 3 | 2064-2067 | |
| 43 | Cookie# | 3 | 2053-2054 | |
| 43 | John Cowgill# | 3 | 2066-2067 | |
| 43 | Franklin Judge Cruiser# | 3 | 2056-2058 | |
| 43 | Fyre Dragon | 3 | 2052-2053 | |
| 43 | Psy Duck | 3 | 2050-2053 | |
| 43 | Wutcanisae Eksepurwelkam | 3 | 2051-2053 | |
| 43 | Bauer Elperro | 3 | 2055-2059 | |
| 43 | Andrei Farias | 3 | 2032-2034 | |
| 43 | Herbert Fisher# | 3 | 2057-2061 | |
| 43 | Shaningo Flaps# | 3 | 2021-2068 | |
| 43 | Calloway Flowers | 3 | 2028-2030 | |
| 43 | Jose Forty-Three# | 3 | 2058-2062 | |
| 43 | Papa Freddy | 3 | 2044-2045 | |
| 43 | Kelvin Gauzeman# | 3 | 2055-2057 | |
| 43 | Gaslight Gatekeep Girlboss | 3 | 2054-2058 | |
| 43 | Starburns Glorbenspeel# | 3 | 2058-2061 | |
| 43 | Billy Grier | 3 | 2035-2037 | |
| 43 | Cameron Grimes | 3 | 2043-2045 | |
| 43 | Robert Grimes | 3 | 2039-2043 | |
| 43 | Bingo Hammersmith | 3 | 2035-2037 | |
| 43 | Evan Heed | 3 | 2044-2046 | |
| 43 | Clay Homes# | 3 | 2063-2064 | |
| 43 | Jose Jakob Jingleheimer Schmidt# | 3 | 2052-2068 | |
| 43 | Joey | 3 | 2046-2049 | |
| 43 | Carl Johnson | 3 | 2058-2059 | |
| 43 | King Julian | 3 | 2040-2065 | |
| 43 | Blain K'Spais# | 3 | 2021-2068 | |
| 43 | Lucian Kuromochi | 3 | 2034-2036 | |
| 43 | Ryan Lee# | 3 | 2065-2066 | |
| 43 | Ragnar Lothbrok | 3 | 2054-2057 | |
| 43 | Nero Mantics# | 3 | 2032-2068 | |
| 43 | John Marston | 3 | 2049-2051 | |
| 43 | Chappy McChapperson | 3 | 2057-2061 | |
| 43 | Zach Mulder# | 3 | 2064-2066 | |
| 43 | Siaosi Multiauaopele | 3 | 2043-2047 | |
| 43 | Jolene Mydog | 3 | 2053-2057 | |
| 43 | Chuck Nasty# | 3 | 2067-2068 | |
| 43 | Parker Ness | 3 | 2051-2055 | |
| 43 | Big Newff | 3 | 2047-2050 | |
| 43 | Femini Nomenon# | 3 | 2064-2065 | |
| 43 | Barack Obama* | 3 | 2028-2029 | |
| 43 | Tony Pisano | 3 | 2022-2026 | |
| 43 | CJ Roulo | 3 | 2031-2033 | |
| 43 | Roxas | 3 | 2042-2043 | |
| 43 | Jeff Salad# | 3 | 2057-2060 | |
| 43 | Baron Samedi# | 3 | 2061-2062 | |
| 43 | Erin Silence | 3 | 2049-2051 | |
| 43 | Chris T-Shirtcutter# | 3 | 2044-2067 | |
| 43 | Twain Teetoo# | 3 | 2053-2068 |
