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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Tim Cate# | 16 | 2020-2020 | |
| 2 | Alvaro Seijas# | 15 | 2020-2020 | |
| 3 | Marcos Diplan# | 14 | 2020-2020 | |
| 4 | Denny Brady# | 13 | 2020-2020 | |
| 5 | Jay Groome# | 12 | 2020-2020 | |
| 5 | Chris Rodriguez# | 12 | 2020-2020 | |
| 5 | Cole Sands# | 12 | 2020-2020 | |
| 8 | Andrew Abbott# | 11 | 2020-2020 | |
| 8 | Tyler Brown# | 11 | 2020-2020 | |
| 8 | Charlie Neuweiler# | 11 | 2020-2020 | |
| 8 | Luis Rijo# | 11 | 2020-2020 | |
| 8 | Grayson Rodriguez# | 11 | 2020-2020 | |
| 8 | Kyle Young# | 11 | 2020-2020 | |
| 14 | Wes Benjamin# | 10 | 2020-2020 | |
| 14 | Duke Brotherton# | 10 | 2020-2020 | |
| 14 | Kyle Johnston# | 10 | 2020-2020 | |
| 14 | Humberto Mejia# | 10 | 2020-2020 | |
| 18 | Bartolo Colon | 9 | 2020-2020 | |
| 18 | Roansy Contreras# | 9 | 2020-2020 | |
| 18 | Mason Denaburg# | 9 | 2020-2020 | |
| 18 | Nick Frasso# | 9 | 2020-2020 | |
| 18 | Jimmy Lewis# | 9 | 2020-2020 | |
| 18 | Noah Song# | 9 | 2020-2020 | |
| 18 | Ricky Vanasco# | 9 | 2020-2020 | |
| 25 | Braxton Ashcraft# | 8 | 2020-2020 | |
| 25 | Josh Bobrowski# | 8 | 2020-2020 | |
| 25 | Matt Canterino# | 8 | 2020-2020 | |
| 25 | Shawn Dubin# | 8 | 2020-2020 | |
| 25 | Brandon Eisert# | 8 | 2020-2020 | |
| 25 | Luis Frias# | 8 | 2020-2020 | |
| 25 | Mason Hickman# | 8 | 2020-2020 | |
| 25 | Mitchel Megias# | 8 | 2020-2020 | |
| 25 | Micah Miniard# | 8 | 2020-2020 | |
| 25 | Hunter Mink# | 8 | 2020-2020 | |
| 25 | Michel Otanez# | 8 | 2020-2020 | |
| 25 | Sam Pastrone# | 8 | 2020-2020 | |
| 25 | Paul Pigman# | 8 | 2020-2020 | |
| 25 | Ethan Reed# | 8 | 2020-2020 | |
| 25 | Caleb Sampen# | 8 | 2020-2020 | |
| 25 | John Swanda# | 8 | 2020-2020 | |
| 25 | Marlin Willis# | 8 | 2020-2020 | |
| 42 | Brett Adcock# | 7 | 2020-2020 | |
| 42 | Mack Anglin# | 7 | 2020-2020 | |
| 42 | Joe Barlow# | 7 | 2020-2020 | |
| 42 | Tyler Baum# | 7 | 2020-2020 | |
| 42 | Colton Bowman# | 7 | 2020-2020 | |
| 42 | Riley Cornelio# | 7 | 2020-2020 | |
| 42 | Joe DeMers# | 7 | 2020-2020 | |
| 42 | Matthias Dietz# | 7 | 2020-2020 | |
| 42 | Ryan Garcia# | 7 | 2020-2020 | |
| 42 | Zach Haake# | 7 | 2020-2020 | |
| 42 | Zack Hess# | 7 | 2020-2020 | |
| 42 | William Holmes# | 7 | 2020-2020 | |
| 42 | Chance Huff# | 7 | 2020-2020 | |
| 42 | Christian James# | 7 | 2020-2020 | |
| 42 | Adam Kloffenstein# | 7 | 2020-2020 | |
| 42 | Alex Lange# | 7 | 2020-2020 | |
| 42 | Michael Mercado# | 7 | 2020-2020 | |
| 42 | Jio Orozco# | 7 | 2020-2020 | |
| 42 | Riley Pint# | 7 | 2020-2020 | |
| 42 | Denyi Reyes# | 7 | 2020-2020 | |
| 42 | Lisandro Santos# | 7 | 2020-2020 | |
| 42 | Jairo Solis# | 7 | 2020-2020 | |
| 42 | Wesley Sweatt# | 7 | 2020-2020 | |
| 42 | Thad Ward# | 7 | 2020-2020 | |
| 42 | Cole Wilcox# | 7 | 2020-2020 | |
| 42 | Brandon Williamson# | 7 | 2020-2020 | |
| 68 | A.J. Alexy# | 6 | 2020-2020 | |
| 68 | Bobby Ay# | 6 | 2020-2020 | |
| 68 | Austin Becker# | 6 | 2020-2020 | |
| 68 | Will Bednar# | 6 | 2020-2020 | |
| 68 | Tanner Burns# | 6 | 2020-2020 | |
| 68 | Chandler Champlain# | 6 | 2020-2020 | |
| 68 | Chris Clarke# | 6 | 2020-2020 | |
| 68 | Seth Corry# | 6 | 2020-2020 | |
| 68 | Matt Eardensohn# | 6 | 2020-2020 | |
| 68 | Moises Gomez# | 6 | 2020-2020 | |
| 68 | Emerson Hancock# | 6 | 2020-2020 | |
| 68 | Rohan Handa# | 6 | 2020-2020 | |
| 68 | Alfonso Hernandez# | 6 | 2020-2020 | |
| 68 | Adam Hill# | 6 | 2020-2020 | |
| 68 | Scott King# | 6 | 2020-2020 | |
| 68 | Chris Lincoln# | 6 | 2020-2020 | |
| 68 | Luke Little# | 6 | 2020-2020 | |
| 68 | Alec Marsh# | 6 | 2020-2020 | |
| 68 | Cristofer Melendez# | 6 | 2020-2020 | |
| 68 | Steffon Moore# | 6 | 2020-2020 | |
| 68 | Jon Olsen# | 6 | 2020-2020 | |
| 68 | Elvin Rodriguez# | 6 | 2020-2020 | |
| 68 | Seth Romero# | 6 | 2020-2020 | |
| 68 | Matt Rowland# | 6 | 2020-2020 | |
| 68 | Jackson Rutledge# | 6 | 2020-2020 | |
| 68 | Alex Scherff# | 6 | 2020-2020 | |
| 68 | JP Sears# | 6 | 2020-2020 | |
| 68 | Carter Sheppard# | 6 | 2020-2020 | |
| 68 | Manuel Silva# | 6 | 2020-2020 | |
| 68 | Andres Sotillet# | 6 | 2020-2020 | |
| 68 | Tahnaj Thomas# | 6 | 2020-2020 | |
| 68 | Austin Vernon# | 6 | 2020-2020 | |
| 68 | Ryan Weiss# | 6 | 2020-2020 |
