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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Jeremiah Baylock# | 2 | 2054-2057 | |
| 1 | Erik Fletcher | 2 | 2032-2034 | |
| 1 | Manuel García | 2 | 2017-2020 | |
| 1 | Jorge Hernández | 2 | 2012-2014 | |
| 1 | Jon King | 2 | 2047-2050 | |
| 1 | Joël Mastroianni | 2 | 2012-2014 | |
| 1 | Vincenzo Rizzoli | 2 | 2026-2028 | |
| 1 | Mike True | 2 | 2032-2034 | |
| 1 | Forest Woolfrey# | 2 | 2050-2053 | |
| 10 | Paul Alexander# | 1 | 2057-2060 | |
| 10 | Luis Alvarez# | 1 | 2052-2055 | |
| 10 | Vasco Amore | 1 | 2012-2014 | |
| 10 | Jarrod Banta# | 1 | 2051-2053 | |
| 10 | Justin Barbeau | 1 | 2052-2055 | |
| 10 | Tommy Bartlett | 1 | 2015-2018 | |
| 10 | Steve Beauregard# | 1 | 2058-2060 | |
| 10 | Eric Becker | 1 | 2046-2049 | |
| 10 | George Bedford | 1 | 2019-2019 | |
| 10 | Rick Booth# | 1 | 2058-2060 | |
| 10 | Cody Bradway | 1 | 2048-2051 | |
| 10 | Tomás Bravo* | 1 | 2019-2021 | |
| 10 | Rubén Cabrera | 1 | 2022-2024 | |
| 10 | Mark Cantwell | 1 | 2043-2046 | |
| 10 | Matt Charron# | 1 | 2053-2056 | |
| 10 | Andy Chavez | 1 | 2042-2044 | |
| 10 | Colin Cohen | 1 | 2039-2041 | |
| 10 | Dan Diehl# | 1 | 2059-2060 | |
| 10 | Jake Drummond | 1 | 2037-2039 | |
| 10 | Wayne Duncan# | 1 | 2051-2054 | |
| 10 | Chris Elwell | 1 | 2031-2031 | |
| 10 | Jason Englert# | 1 | 2056-2059 | |
| 10 | Jonathan Fairbanks# | 1 | 2059-2060 | |
| 10 | Tom Falck | 1 | 2035-2037 | |
| 10 | Jesús Feliciano | 1 | 2012-2015 | |
| 10 | Bo Ferguson# | 1 | 2058-2060 | |
| 10 | Luke Fields | 1 | 2041-2043 | |
| 10 | Adonis Fisher | 1 | 2053-2056 | |
| 10 | Bobby Hamilton# | 1 | 2057-2060 | |
| 10 | Evan Hamilton# | 1 | 2056-2059 | |
| 10 | Jamie Hansen# | 1 | 2050-2053 | |
| 10 | Josh Haynes | 1 | 2053-2056 | |
| 10 | Khalil Haywood# | 1 | 2047-2050 | |
| 10 | Ryan Jenkins | 1 | 2012-2015 | |
| 10 | Danny Jensen | 1 | 2032-2034 | |
| 10 | Colt Johnson | 1 | 2054-2057 | |
| 10 | Colin Keller# | 1 | 2057-2060 | |
| 10 | Harry Kern | 1 | 2053-2056 | |
| 10 | John Ketchum | 1 | 2030-2030 | |
| 10 | Jesse Kines | 1 | 2042-2044 | |
| 10 | David Kirsch | 1 | 2040-2042 | |
| 10 | Ryan Krahn# | 1 | 2057-2060 | |
| 10 | Jeremy Lamfers | 1 | 2045-2047 | |
| 10 | Kevin Landry | 1 | 2012-2015 | |
| 10 | David Lawson | 1 | 2015-2018 | |
| 10 | Richard Lawson | 1 | 2023-2023 | |
| 10 | Tom LeVasseur | 1 | 2039-2041 | |
| 10 | Ed Lott | 1 | 2012-2015 | |
| 10 | Luigino Maiotti | 1 | 2050-2050 | |
| 10 | Eduardo Marino | 1 | 2022-2024 | |
| 10 | Eric Marion# | 1 | 2053-2056 | |
| 10 | Kevin Mark# | 1 | 2058-2060 | |
| 10 | Joey McCalvin | 1 | 2031-2031 | |
| 10 | Brenden McCann | 1 | 2047-2050 | |
| 10 | Nate McCleary | 1 | 2048-2049 | |
| 10 | Cory McCoy | 1 | 2023-2025 | |
| 10 | Anthony McIntyre | 1 | 2017-2020 | |
| 10 | Nick Merritt# | 1 | 2057-2060 | |
| 10 | Beau Miller | 1 | 2025-2027 | |
| 10 | Jaime Miller | 1 | 2041-2043 | |
| 10 | Jon Morris | 1 | 2015-2018 | |
| 10 | Reagan Murphy | 1 | 2048-2051 | |
| 10 | Chuck Noblet | 1 | 2014-2017 | |
| 10 | Brett Pardon | 1 | 2043-2045 | |
| 10 | Bill Piner | 1 | 2029-2030 | |
| 10 | Ben Pollari | 1 | 2050-2053 | |
| 10 | Jason Puliafico# | 1 | 2055-2058 | |
| 10 | Stuart Reece# | 1 | 2057-2060 | |
| 10 | Fred Regalia | 1 | 2047-2050 | |
| 10 | Roger Rogers | 1 | 2025-2027 | |
| 10 | John Rudge | 1 | 2035-2037 | |
| 10 | Jeff Schwartz# | 1 | 2057-2060 | |
| 10 | Tom Scott# | 1 | 2052-2055 | |
| 10 | Hunter Shaw | 1 | 2017-2020 | |
| 10 | Joe Singer# | 1 | 2058-2060 | |
| 10 | John Slater | 1 | 2014-2017 | |
| 10 | Mike Solis# | 1 | 2052-2055 | |
| 10 | Ryan Somers | 1 | 2042-2044 | |
| 10 | John Sommerville# | 1 | 2051-2054 | |
| 10 | Evan Starkey | 1 | 2041-2043 | |
| 10 | Jaiden Stewart# | 1 | 2059-2060 | |
| 10 | Brendan Stonebraker | 1 | 2043-2045 | |
| 10 | John Stroud | 1 | 2017-2020 | |
| 10 | Chris Summers | 1 | 2043-2045 | |
| 10 | John Tait# | 1 | 2055-2058 | |
| 10 | Rick Teagle# | 1 | 2054-2057 | |
| 10 | Sean Thompson# | 1 | 2055-2058 | |
| 10 | John Timmermann | 1 | 2049-2052 | |
| 10 | Cory Troudt | 1 | 2047-2050 | |
| 10 | Israel Valensuela# | 1 | 2050-2053 | |
| 10 | Mike Van Horn | 1 | 2044-2046 |
