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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Kevin Weber# | 4 | 2019-2021 | |
| 2 | Danny Rivas# | 3 | 2018-2021 | |
| 3 | Luis Alcoser# | 2 | 2005-2021 | |
| 3 | Ryan Henry# | 2 | 2020-2021 | |
| 3 | Beau Larson# | 2 | 2020-2021 | |
| 3 | Tom Rise# | 2 | 2015-2021 | |
| 3 | Gabe Vincent# | 2 | 2012-2021 | |
| 3 | Nick Wolfe# | 2 | 2016-2021 | |
| 3 | Mike Wroten# | 2 | 2020-2021 | |
| 10 | Antonio Alvarez# | 1 | 2021-2021 | |
| 10 | Justin Berardi# | 1 | 2014-2021 | |
| 10 | Jadon Bernard# | 1 | 2012-2021 | |
| 10 | Ken Bixby# | 1 | 2017-2021 | |
| 10 | Luke Getts# | 1 | 2021-2021 | |
| 10 | Jaiden Harvey# | 1 | 2021-2021 | |
| 10 | Nick Horrocks# | 1 | 2021-2021 | |
| 10 | Josh Huggins# | 1 | 2021-2021 | |
| 10 | Scott Johnson# | 1 | 2020-2021 | |
| 10 | Antonio Jusino# | 1 | 2013-2021 | |
| 10 | Luis Maldonado# | 1 | 2017-2021 | |
| 10 | Kyle O'Hare# | 1 | 2018-2021 | |
| 10 | Cameron Outlaw# | 1 | 2015-2021 | |
| 10 | Chris Runte# | 1 | 2016-2021 | |
| 10 | Josh Shropshire# | 1 | 2018-2021 | |
| 25 | Jeff Adams# | 0 | 2021-2021 | |
| 25 | Josh Bass# | 0 | 2014-2021 | |
| 25 | Nate Briceno# | 0 | 2014-2021 | |
| 25 | Nelson Campodonico# | 0 | 2021-2021 | |
| 25 | Marty Carpenter# | 0 | 2021-2021 | |
| 25 | Jeremy Carter# | 0 | 2021-2021 | |
| 25 | Luis Cuadra# | 0 | 2014-2021 | |
| 25 | Chris Dake# | 0 | 2013-2021 | |
| 25 | Quincy Donaldson# | 0 | 2021-2021 | |
| 25 | Roy Doub# | 0 | 2016-2021 | |
| 25 | Steve Easley# | 0 | 2019-2021 | |
| 25 | Colin Esser# | 0 | 2020-2021 | |
| 25 | Bobby Fawbush# | 0 | 2021-2021 | |
| 25 | Ryan Flamino# | 0 | 2020-2021 | |
| 25 | Alfredo Garza# | 0 | 2012-2021 | |
| 25 | Danny Gonzalez# | 0 | 2017-2021 | |
| 25 | Saul Guevara# | 0 | 2021-2021 | |
| 25 | Jimmy Guyton# | 0 | 2015-2021 | |
| 25 | Jake Haworth# | 0 | 2013-2021 | |
| 25 | Tom Henwood# | 0 | 2015-2021 | |
| 25 | Bernie Hernandez# | 0 | 2012-2021 | |
| 25 | Dave Hernandez# | 0 | 2014-2021 | |
| 25 | Jon Hoffman# | 0 | 2020-2021 | |
| 25 | Kevin Hudspeth# | 0 | 2021-2021 | |
| 25 | Rodrigo Izquierdo# | 0 | 2020-2021 | |
| 25 | Sam Kesselring# | 0 | 2012-2021 | |
| 25 | Ryan Klinck# | 0 | 2019-2021 | |
| 25 | Kevin Kovach# | 0 | 2020-2021 | |
| 25 | Guadalupe Lorenzo# | 0 | 2010-2021 | |
| 25 | Donnie Marcus# | 0 | 2016-2021 | |
| 25 | Mauricio Martinez# | 0 | 2015-2021 | |
| 25 | Chris Mattison# | 0 | 2011-2021 | |
| 25 | Matt McCracken# | 0 | 2021-2021 | |
| 25 | Ian McSorley# | 0 | 2008-2021 | |
| 25 | Antonio Mendoza# | 0 | 2013-2021 | |
| 25 | Alessio Monti# | 0 | 2018-2021 | |
| 25 | Brett Moskowitz# | 0 | 2017-2021 | |
| 25 | Kurt Neal# | 0 | 2018-2021 | |
| 25 | Ed Newsom# | 0 | 2007-2021 | |
| 25 | Antonio Ochoa# | 0 | 2014-2021 | |
| 25 | Chris Porter# | 0 | 2014-2021 | |
| 25 | Mike Poussard# | 0 | 2021-2021 | |
| 25 | Sam Powers# | 0 | 2021-2021 | |
| 25 | Evan Pullman# | 0 | 2021-2021 | |
| 25 | Tony Ramos# | 0 | 2017-2021 | |
| 25 | Rich Roberts# | 0 | 2014-2021 | |
| 25 | Marquise Robinson# | 0 | 2009-2021 | |
| 25 | Sean Rosato# | 0 | 2021-2021 | |
| 25 | Matt Schapp# | 0 | 2021-2021 | |
| 25 | J.D. Vernon# | 0 | 2015-2021 | |
| 25 | Ryan Warren# | 0 | 2019-2021 | |
| 25 | Jeff Weingart# | 0 | 2021-2021 | |
| 25 | Justin Wilk# | 0 | 2014-2021 | |
| 25 | Rich Wilkinson# | 0 | 2013-2021 | |
| 25 | Rick Winkler# | 0 | 2017-2021 | |
| 25 | Doug Yost# | 0 | 2007-2021 |
