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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jimmy Tammaro | 61 | 2006-2010 | |
| 2 | Ángel Chavez | 57 | 1978-1980 | |
| 3 | Justice Rasberry# | 54 | 2052-2056 | |
| 4 | Tom Ryan | 52 | 2028-2035 | |
| 5 | Tom Hicks | 48 | 2025-2030 | |
| 6 | Joey Anderson | 47 | 2002-2005 | |
| 7 | Saxby Murray# | 45 | 2049-2053 | |
| 8 | Jack Lewis | 43 | 1978-1988 | |
| 8 | Jérémy Lombard | 43 | 2032-2036 | |
| 10 | Zack Alt | 41 | 2000-2003 | |
| 10 | Furman Cordero# | 41 | 2052-2056 | |
| 10 | Israel Montero | 41 | 2026-2030 | |
| 10 | Jimmy Neuharth | 41 | 1990-2005 | |
| 10 | Jared Vance | 41 | 1989-1993 | |
| 10 | Colt Wade | 41 | 1987-1991 | |
| 16 | Fraco Archuleta | 40 | 1980-1987 | |
| 16 | Riley Easley | 40 | 2041-2046 | |
| 16 | Leo Fernandez | 40 | 1995-2000 | |
| 16 | Tommy Kosier | 40 | 2001-2004 | |
| 20 | Ed Cruz | 39 | 2028-2033 | |
| 20 | Jon Espaillat | 39 | 2004-2008 | |
| 20 | Pat Kimmick | 39 | 2012-2015 | |
| 20 | Joey Page | 39 | 2023-2033 | |
| 20 | Manny Ramírez | 39 | 1982-1987 | |
| 25 | Ron Erickson | 38 | 2010-2016 | |
| 25 | Lanny Finbow | 38 | 1985-1990 | |
| 25 | Koert Goderie | 38 | 1983-1989 | |
| 25 | Dave Gotschall | 38 | 2014-2018 | |
| 25 | Wes Kerr | 38 | 1982-1996 | |
| 25 | LaVaughan Yuan | 38 | 2043-2045 | |
| 31 | Matt Benjaminson# | 37 | 2055-2059 | |
| 31 | Cooper Horn# | 37 | 2055-2057 | |
| 31 | Tadami Ishii | 37 | 2013-2020 | |
| 31 | Alistair Jameson# | 37 | 2054-2058 | |
| 31 | Meqwran Mellouk | 37 | 2033-2035 | |
| 31 | Dave Rabun | 37 | 2018-2024 | |
| 31 | T.J. Southworth | 37 | 2024-2028 | |
| 38 | Dave Finch | 36 | 2025-2030 | |
| 38 | Logan Hutchinson# | 36 | 2056-2059 | |
| 38 | Jarrod McGraw | 36 | 2015-2019 | |
| 38 | Tokuyuki Migita | 36 | 1990-1994 | |
| 38 | Adelaide Sarafana | 36 | 1992-2002 | |
| 38 | Seth Schnitzler | 36 | 1994-2008 | |
| 44 | Manny Chávez | 35 | 1989-1998 | |
| 44 | Robby Davis | 35 | 2024-2029 | |
| 44 | Griffin Heustis | 35 | 2042-2046 | |
| 44 | Byung-kyu Khang | 35 | 1994-1999 | |
| 44 | Ignacio Sanchez | 35 | 1997-2010 | |
| 49 | Juaquin Antonelli | 34 | 2047-2050 | |
| 49 | Manny Arquellez | 34 | 1981-1988 | |
| 49 | Nathan Bostian# | 34 | 2052-2055 | |
| 49 | T.J. Canter | 34 | 2011-2015 | |
| 49 | Jaxon Hinton | 34 | 2044-2047 | |
| 49 | Robby Johnston | 34 | 1987-2001 | |
| 49 | Bud Kouklakis# | 34 | 2056-2059 | |
| 49 | Mathew Kui | 34 | 2049-2052 | |
| 49 | Vic MacGregor | 34 | 1984-1996 | |
| 49 | Deagan Nunez# | 34 | 2056-2058 | |
| 49 | Joseph Starnes# | 34 | 2046-2049 | |
| 49 | Ian Wattman | 34 | 2024-2028 | |
| 61 | Simone Bertetto | 33 | 1979-1988 | |
| 61 | Gene Bland | 33 | 1983-1991 | |
| 61 | Trey Dunlap | 33 | 1984-1988 | |
| 61 | Tom LaJoie | 33 | 2019-2023 | |
| 61 | Troy Loew | 33 | 1999-2002 | |
| 61 | Gene Meadows | 33 | 1982-1997 | |
| 61 | Cam Moody# | 33 | 2056-2059 | |
| 61 | Orlando Padillo | 33 | 1981-1992 | |
| 61 | Ángelo Rodríguez | 33 | 1989-1993 | |
| 61 | Jimmy Shaw | 33 | 2015-2018 | |
| 61 | Kurtis Sipin# | 33 | 2053-2056 | |
| 61 | Johnny Stockdale | 33 | 2015-2019 | |
| 73 | Sutton Briggs# | 32 | 2052-2055 | |
| 73 | Caleb Clifton# | 32 | 2052-2055 | |
| 73 | Fred Dashner | 32 | 1999-2009 | |
| 73 | Ed DePalmer | 32 | 2033-2035 | |
| 73 | Drew Durham# | 32 | 2054-2057 | |
| 73 | Seth Ellena | 32 | 1998-2001 | |
| 73 | Platon Frangopoulos | 32 | 2031-2034 | |
| 73 | Kaleb Raymond | 32 | 2012-2017 | |
| 73 | Ivan Regalado | 32 | 2001-2009 | |
| 73 | Hallice Stover | 32 | 2041-2045 | |
| 83 | Casey Barber# | 31 | 2053-2055 | |
| 83 | Dave Bass | 31 | 1997-2007 | |
| 83 | Jessy Dillon# | 31 | 2046-2051 | |
| 83 | Peter Heimbach# | 31 | 2055-2057 | |
| 83 | Dylon Jenkins# | 31 | 2050-2053 | |
| 83 | Yoshi Kiyomizu | 31 | 1982-1985 | |
| 83 | Jerry Loftus | 31 | 1988-1993 | |
| 83 | Jim Miller# | 31 | 2056-2059 | |
| 83 | Kyle Perry | 31 | 2039-2041 | |
| 83 | Dave Smith | 31 | 2015-2019 | |
| 83 | Dave Stevenson | 31 | 2016-2022 | |
| 83 | Dusty Verhaeghe | 31 | 2001-2004 | |
| 95 | Dauntay Chu | 30 | 2038-2040 | |
| 95 | Shannon Goins | 30 | 2042-2046 | |
| 95 | Benjamin Groskreutz# | 30 | 2055-2058 | |
| 95 | Clarence Hobbs | 30 | 1993-2006 | |
| 95 | Carter Hunter | 30 | 2034-2036 | |
| 95 | Mason LaQuaglia# | 30 | 2055-2060 |
