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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Woe Millis*# | 7 | 2051-2060 | |
| 2 | Jared Barton* | 6 | 2051-2057 | |
| 3 | John Constantine | 4 | 2051-2057 | |
| 3 | Reggie Garfield*# | 4 | 2051-2060 | |
| 3 | Ira Moore*# | 4 | 2051-2060 | |
| 3 | K. Ren*# | 4 | 2051-2060 | |
| 3 | Tyrone White* | 4 | 2051-2057 | |
| 3 | Mace Windu*# | 4 | 2051-2059 | |
| 9 | Usada Pekora | 3 | 2058-2058 | |
| 9 | Zia Shirazi*# | 3 | 2056-2059 | |
| 9 | Duke Smith*# | 3 | 2051-2060 | |
| 9 | Scott Stelling*# | 3 | 2051-2060 | |
| 9 | Shaggy Tipton*# | 3 | 2051-2059 | |
| 9 | Nate Washington III | 3 | 2051-2057 | |
| 15 | Tae-hwan Bae | 2 | 2056-2056 | |
| 15 | Chris Gamble*# | 2 | 2051-2060 | |
| 15 | Stun Gun | 2 | 2052-2052 | |
| 15 | Crash Jackson | 2 | 2052-2052 | |
| 15 | Hosh Jader*# | 2 | 2051-2060 | |
| 15 | Mike Kinsella*# | 2 | 2057-2060 | |
| 15 | Guy-Manuel L'Or | 2 | 2056-2056 | |
| 15 | Pee Wee Matthews*# | 2 | 2055-2060 | |
| 15 | Dion Mitchell*# | 2 | 2056-2060 | |
| 15 | . Nick | 2 | 2054-2054 | |
| 15 | Shohei Ohtani | 2 | 2054-2054 | |
| 15 | Magnus Peters*# | 2 | 2053-2060 | |
| 15 | Harys Rodriguez*# | 2 | 2059-2060 | |
| 15 | Casey Shaffer | 2 | 2054-2054 | |
| 15 | Joe Simile | 2 | 2051-2058 | |
| 15 | Scott Sterling*# | 2 | 2053-2060 | |
| 15 | Dizzy Stoner | 2 | 2056-2056 | |
| 15 | Tre Taylor*# | 2 | 2051-2060 | |
| 15 | King TrapstaRR*# | 2 | 2051-2059 | |
| 15 | Johnny Whiplash*# | 2 | 2051-2060 | |
| 35 | Cookie . | 1 | 2052-2052 | |
| 35 | Ilub Anchovy* | 1 | 2052-2052 | |
| 35 | Ra August | 1 | 2053-2053 | |
| 35 | Oze Bones | 1 | 2057-2057 | |
| 35 | Beta Chapler | 1 | 2051-2051 | |
| 35 | Franklin Judge Cruiser | 1 | 2055-2055 | |
| 35 | Fyre Dragon | 1 | 2051-2051 | |
| 35 | Al Dugger*# | 1 | 2053-2060 | |
| 35 | Mike Ehrmantraut | 1 | 2053-2053 | |
| 35 | Bauer Elperro | 1 | 2054-2054 | |
| 35 | Aaron Ford | 1 | 2058-2058 | |
| 35 | Jimmy Garrapolo*# | 1 | 2058-2060 | |
| 35 | Starburns Glorbenspeel | 1 | 2057-2057 | |
| 35 | Adam Hangman | 1 | 2054-2054 | |
| 35 | Brandon Howard | 1 | 2051-2051 | |
| 35 | Apollo Hyde | 1 | 2055-2055 | |
| 35 | Asahi Ishioka | 1 | 2056-2056 | |
| 35 | Draftbust Jimbo*# | 1 | 2051-2060 | |
| 35 | Carl Johnson | 1 | 2057-2057 | |
| 35 | Luther MacIntosh | 1 | 2059-2059 | |
| 35 | Ligjammed Mcbobface | 1 | 2054-2054 | |
| 35 | . Nex | 1 | 2058-2058 | |
| 35 | Gus Polley | 1 | 2051-2051 | |
| 35 | Flan Reynolds*# | 1 | 2054-2060 | |
| 35 | DJ Roach* | 1 | 2051-2057 | |
| 35 | Adam Roberts | 1 | 2054-2054 | |
| 35 | Romeo Rosas | 1 | 2053-2053 | |
| 35 | Martin Roy | 1 | 2052-2052 | |
| 35 | Jacob Sanders | 1 | 2052-2052 | |
| 35 | Commander Shepard | 1 | 2052-2052 | |
| 35 | Duke Silver*# | 1 | 2052-2060 | |
| 35 | Sasha Sinitarraa | 1 | 2059-2059 | |
| 35 | Liath Squirrel | 1 | 2057-2057 | |
| 35 | Brady Tom* | 1 | 2051-2057 | |
| 35 | Mikey Weiser*# | 1 | 2052-2060 | |
| 35 | Wayne Wheeler | 1 | 2053-2053 | |
| 35 | Toby Ziegler | 1 | 2059-2059 | |
| 72 | Literally 1984*# | 0 | 2051-2060 | |
| 72 | Nathan Abel | 0 | 2058-2058 | |
| 72 | Hex Amofah | 0 | 2051-2051 | |
| 72 | Valorant Arcanum | 0 | 2057-2057 | |
| 72 | Artemis Aria | 0 | 2058-2058 | |
| 72 | Katsuki Bakugo | 0 | 2059-2059 | |
| 72 | Bogenbay Batyr | 0 | 2051-2051 | |
| 72 | Lots-o'-Heineken Bear Version 2.0 | 0 | 2053-2053 | |
| 72 | Jaxson Bentley*# | 0 | 2051-2059 | |
| 72 | Daequan Blackmon | 0 | 2054-2054 | |
| 72 | Pedro Blanco | 0 | 2055-2055 | |
| 72 | Conrad Bremen | 0 | 2051-2059 | |
| 72 | Jim Bubbles | 0 | 2056-2056 | |
| 72 | Eddie Catch | 0 | 2059-2059 | |
| 72 | Al Celdred* | 0 | 2051-2057 | |
| 72 | Tiny Chef | 0 | 2055-2055 | |
| 72 | Darren Clapp | 0 | 2057-2057 | |
| 72 | Dolores Clifton | 0 | 2052-2052 | |
| 72 | Chris P. Cream | 0 | 2054-2054 | |
| 72 | Jebidiah Crunk Jr. | 0 | 2053-2053 | |
| 72 | James Daly | 0 | 2052-2052 | |
| 72 | Frigg Delling | 0 | 2054-2054 | |
| 72 | Dusty DeSoto | 0 | 2056-2056 | |
| 72 | Jay Doctor Jr. | 0 | 2056-2056 | |
| 72 | Greyson Ely* | 0 | 2051-2057 | |
| 72 | Brian Eshleman Jr. | 0 | 2057-2057 | |
| 72 | Professor Farnsworth | 0 | 2059-2059 | |
| 72 | Magnus Force | 0 | 2056-2056 | |
| 72 | Jose Forty-Three | 0 | 2057-2057 |
