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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Luke Weaver# | 49 | 2021-2024 | |
| 2 | Kris Bubic# | 45 | 2021-2024 | |
| 3 | Spencer Howard# | 38 | 2021-2024 | |
| 4 | Clarke Schmidt# | 35 | 2021-2023 | |
| 5 | Tommy Henry# | 34 | 2021-2024 | |
| 5 | Mitch Keller# | 34 | 2021-2023 | |
| 5 | Brendan McKay# | 34 | 2022-2024 | |
| 8 | Ljay Newsome# | 32 | 2021-2024 | |
| 9 | Matt Manning# | 31 | 2021-2024 | |
| 10 | Bryce Jarvis# | 30 | 2021-2023 | |
| 10 | Matthew Liberatore# | 30 | 2021-2024 | |
| 12 | Bryce Miller# | 29 | 2023-2024 | |
| 12 | Brady Singer# | 29 | 2021-2024 | |
| 14 | Landon Knack# | 28 | 2021-2024 | |
| 15 | Jared Shuster# | 27 | 2021-2024 | |
| 16 | JT Brubaker# | 26 | 2021-2024 | |
| 16 | Davis Daniel# | 26 | 2022-2024 | |
| 16 | Robert Gasser# | 26 | 2023-2024 | |
| 16 | Ryan Rolison# | 26 | 2021-2023 | |
| 20 | Braxton Garrett# | 25 | 2021-2024 | |
| 20 | Brian Howard# | 25 | 2021-2024 | |
| 20 | Tyler Ivey# | 25 | 2021-2024 | |
| 23 | Jose Urquidy# | 24 | 2021-2024 | |
| 23 | Jordan [UNRATED] Yamamoto# | 24 | 2021-2024 | |
| 25 | Nick Frasso# | 22 | 2023-2024 | |
| 25 | Jacob [UNRATED] Nix# | 22 | 2022-2023 | |
| 25 | Forrest Whitley# | 22 | 2021-2024 | |
| 28 | Kyle Harrison# | 21 | 2021-2024 | |
| 29 | Brandon Bielak# | 20 | 2022-2023 | |
| 29 | Slade Cecconi# | 20 | 2021-2024 | |
| 29 | Ricardo [UNRATED] Sánchez# | 20 | 2021-2023 | |
| 29 | Brandon Williamson# | 20 | 2021-2024 | |
| 33 | Lewis Thorpe# | 19 | 2021-2024 | |
| 34 | Andrew Abbott# | 18 | 2023-2024 | |
| 34 | Tristan Beck# | 18 | 2021-2023 | |
| 34 | Cody Bolton# | 18 | 2021-2024 | |
| 34 | Ryan Jensen# | 18 | 2021-2023 | |
| 34 | Tommy Romero# | 18 | 2021-2024 | |
| 34 | Tarik Skubal# | 18 | 2021-2022 | |
| 34 | Peter Solomon# | 18 | 2021-2022 | |
| 41 | Elieser Hernandez# | 17 | 2021-2022 | |
| 41 | Levi Stoudt# | 17 | 2021-2024 | |
| 43 | J.B. Bukauskas# | 16 | 2021-2024 | |
| 43 | Josh Fleming# | 16 | 2022-2024 | |
| 43 | Jared Jones# | 16 | 2021-2024 | |
| 43 | Mauricio Llovera# | 16 | 2021-2024 | |
| 47 | Chi Gonzalez# | 15 | 2021-2022 | |
| 47 | Emerson Hancock# | 15 | 2021-2024 | |
| 47 | Sean Hjelle# | 15 | 2021-2024 | |
| 47 | Shane McClanahan# | 15 | 2021-2022 | |
| 47 | Ethan Small# | 15 | 2021-2024 | |
| 52 | Alec Marsh# | 14 | 2021-2022 | |
| 53 | Ben Brown# | 13 | 2024-2024 | |
| 53 | Alex Faedo# | 13 | 2021-2022 | |
| 53 | Logan Gilbert# | 13 | 2021-2022 | |
| 53 | Jason Groome# | 13 | 2023-2024 | |
| 53 | Zach Haake# | 13 | 2021-2023 | |
| 53 | JoJo Romero# | 13 | 2023-2023 | |
| 53 | Angel Rondon# | 13 | 2021-2023 | |
| 53 | Mason Thompson# | 13 | 2021-2024 | |
| 61 | David Festa# | 12 | 2023-2024 | |
| 61 | Max Kranick# | 12 | 2023-2024 | |
| 61 | Daniel Lynch# | 12 | 2021-2023 | |
| 61 | Travis Macgregor# | 12 | 2021-2023 | |
| 65 | Hunter Brown# | 11 | 2021-2022 | |
| 65 | Jose Butto# | 11 | 2023-2024 | |
| 65 | Colton [UNRATED] Eastman# | 11 | 2021-2022 | |
| 65 | Bailey Falter# | 11 | 2021-2024 | |
| 65 | Chris Flexen# | 11 | 2021-2024 | |
| 65 | Nick Lodolo# | 11 | 2021-2021 | |
| 65 | Chris Paddack# | 11 | 2021-2021 | |
| 65 | Chris Vallimont# | 11 | 2021-2024 | |
| 73 | Brett [UNRATED] Conine# | 10 | 2021-2024 | |
| 73 | Grant Holmes# | 10 | 2021-2021 | |
| 73 | Dany Jiménez# | 10 | 2023-2024 | |
| 73 | Luis Patiño# | 10 | 2021-2021 | |
| 73 | Konnor Pilkington# | 10 | 2021-2024 | |
| 73 | A.J. Puk# | 10 | 2021-2022 | |
| 73 | Tony Santillan# | 10 | 2022-2023 | |
| 73 | Huascar Ynoa# | 10 | 2021-2024 | |
| 73 | Bruce Zimmermann# | 10 | 2022-2022 | |
| 82 | Nick Bitsko# | 9 | 2021-2021 | |
| 82 | Matt Canterino# | 9 | 2021-2024 | |
| 82 | Jordan Hicks# | 9 | 2022-2022 | |
| 82 | Cole Irvin# | 9 | 2024-2024 | |
| 82 | Devin Smeltzer# | 9 | 2021-2021 | |
| 82 | George Soriano# | 9 | 2021-2024 | |
| 82 | Blake Taylor# | 9 | 2021-2023 | |
| 89 | Andrew [UNRATED] Albers# | 8 | 2021-2022 | |
| 89 | Tyler Alexander# | 8 | 2022-2022 | |
| 89 | Jordan Balazovic# | 8 | 2021-2024 | |
| 89 | Marc Church# | 8 | 2023-2024 | |
| 89 | Joey Gerber# | 8 | 2021-2023 | |
| 89 | Yoendrys Gomez# | 8 | 2021-2024 | |
| 89 | Wilkel Hernandez# | 8 | 2021-2024 | |
| 89 | Kyle Hurt# | 8 | 2021-2024 | |
| 89 | Michael King# | 8 | 2021-2021 | |
| 89 | Triston McKenzie# | 8 | 2021-2022 | |
| 89 | Jaime Melendez# | 8 | 2023-2023 | |
| 89 | Joey Murray# | 8 | 2021-2022 |
