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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | José Montoya# | 4 | 2046-2049 | |
| 1 | Nathan Voight# | 4 | 2045-2047 | |
| 3 | Harry Barraclough# | 3 | 2045-2048 | |
| 3 | Dave Bodie# | 3 | 2046-2049 | |
| 3 | Raúl Bojórquez# | 3 | 2049-2049 | |
| 3 | Cipriano Borges# | 3 | 2045-2047 | |
| 3 | Denny Carpenter# | 3 | 2043-2044 | |
| 3 | Adam Garland# | 3 | 2045-2047 | |
| 3 | Jerry Gordon# | 3 | 2042-2043 | |
| 3 | Shinji Matsuda# | 3 | 2048-2049 | |
| 3 | Roy McDonald | 3 | 2033-2034 | |
| 3 | Ted Miller# | 3 | 2045-2047 | |
| 3 | Lance O'Donel# | 3 | 2046-2048 | |
| 3 | Wes Slaughter# | 3 | 2042-2043 | |
| 15 | Gustavo Acevedo | 2 | 2032-2033 | |
| 15 | Tony Atlas# | 2 | 2042-2043 | |
| 15 | Jason Austin# | 2 | 2045-2047 | |
| 15 | Daniel Barnes# | 2 | 2041-2042 | |
| 15 | Steve Bascombe# | 2 | 2045-2047 | |
| 15 | Chris Brown# | 2 | 2040-2040 | |
| 15 | Raúl Castro# | 2 | 2040-2044 | |
| 15 | Bob Collins# | 2 | 2045-2047 | |
| 15 | Larry Cooper# | 2 | 2038-2039 | |
| 15 | Michael Davis | 2 | 2028-2029 | |
| 15 | Ángel De Jesús# | 2 | 2045-2047 | |
| 15 | Jesús Delgado# | 2 | 2048-2049 | |
| 15 | Bubba Dotson# | 2 | 2044-2046 | |
| 15 | Scott González# | 2 | 2048-2049 | |
| 15 | Joel Grant# | 2 | 2045-2047 | |
| 15 | Alfredo Gómez# | 2 | 2043-2044 | |
| 15 | Mike Hall# | 2 | 2037-2038 | |
| 15 | Kamaliela Hanahoulani# | 2 | 2045-2048 | |
| 15 | Carl Hester# | 2 | 2041-2042 | |
| 15 | Per Hjoch# | 2 | 2041-2042 | |
| 15 | Kyung-jin Kim# | 2 | 2042-2043 | |
| 15 | Jamie Knightley# | 2 | 2045-2048 | |
| 15 | Ángel Ledesma# | 2 | 2045-2047 | |
| 15 | Desi McCall# | 2 | 2043-2044 | |
| 15 | Álex Medrano# | 2 | 2048-2049 | |
| 15 | Erwin Mills# | 2 | 2039-2040 | |
| 15 | Craig Mote# | 2 | 2038-2039 | |
| 15 | Millard Murphy# | 2 | 2041-2042 | |
| 15 | Jack Norris# | 2 | 2042-2043 | |
| 15 | Carl Orr | 2 | 2030-2031 | |
| 15 | Jim Page# | 2 | 2040-2041 | |
| 15 | Zoilo Papadimitriou# | 2 | 2043-2044 | |
| 15 | Carlos Pinto# | 2 | 2035-2036 | |
| 15 | Freddie Pittman# | 2 | 2042-2043 | |
| 15 | Greg Rogers# | 2 | 2047-2049 | |
| 15 | Jeff Sharpe# | 2 | 2045-2047 | |
| 15 | Albert Soto# | 2 | 2045-2047 | |
| 15 | Ernest Sullivan# | 2 | 2040-2041 | |
| 15 | Dan Valéncia# | 2 | 2046-2048 | |
| 15 | Arthur Vázquez# | 2 | 2043-2044 | |
| 15 | Andy Wall# | 2 | 2037-2037 | |
| 15 | Nick Washington# | 2 | 2037-2039 | |
| 15 | Chris Whitelegg# | 2 | 2045-2047 | |
| 15 | Ken Wright | 2 | 2032-2033 | |
| 15 | Thomas Zorn# | 2 | 2045-2045 | |
| 60 | Jerry Abrams# | 1 | 2040-2044 | |
| 60 | Steven Arrington# | 1 | 2046-2049 | |
| 60 | Carlos Ayala# | 1 | 2045-2048 | |
| 60 | Ken Bailey# | 1 | 2043-2044 | |
| 60 | Rich Baldwin | 1 | 2036-2037 | |
| 60 | George Banks# | 1 | 2046-2048 | |
| 60 | Dave Barrett# | 1 | 2038-2039 | |
| 60 | Scott Benavides# | 1 | 2045-2047 | |
| 60 | Sam Bernard# | 1 | 2043-2044 | |
| 60 | Sam Blackstone# | 1 | 2048-2049 | |
| 60 | Greg Blanchard# | 1 | 2043-2044 | |
| 60 | Denis Bolden# | 1 | 2041-2042 | |
| 60 | Wilson Boyd# | 1 | 2037-2038 | |
| 60 | Stanford Brewer# | 1 | 2048-2049 | |
| 60 | Dan Brooks# | 1 | 2037-2038 | |
| 60 | Gabriel Bruno# | 1 | 2049-2049 | |
| 60 | Frank Bullock# | 1 | 2046-2048 | |
| 60 | Miguel Burgos# | 1 | 2046-2049 | |
| 60 | Michael Burrell# | 1 | 2040-2041 | |
| 60 | Christian Caine# | 1 | 2030-2031 | |
| 60 | Steve Caldwell# | 1 | 2048-2048 | |
| 60 | Ernie Callahan | 1 | 2030-2031 | |
| 60 | Ed Campbell# | 1 | 2035-2038 | |
| 60 | Eddie Carleton# | 1 | 2048-2049 | |
| 60 | Bruce Carr# | 1 | 2045-2048 | |
| 60 | Tim Carter# | 1 | 2037-2038 | |
| 60 | José Casillas# | 1 | 2048-2048 | |
| 60 | José Castaneda# | 1 | 2048-2049 | |
| 60 | Alfredo Castillo# | 1 | 2045-2045 | |
| 60 | Willard Castillo | 1 | 2028-2029 | |
| 60 | Steve Catron# | 1 | 2047-2049 | |
| 60 | Nicholas Charles# | 1 | 2039-2040 | |
| 60 | Bernard Cháves# | 1 | 2045-2047 | |
| 60 | Adrián Chávez# | 1 | 2045-2047 | |
| 60 | Cary Clark# | 1 | 2041-2044 | |
| 60 | Derrick Clemons | 1 | 2028-2029 | |
| 60 | Jonah Cline# | 1 | 2047-2049 | |
| 60 | Don Cole# | 1 | 2046-2049 | |
| 60 | Ramón Collazo | 1 | 2029-2030 | |
| 60 | Scott Conner# | 1 | 2038-2039 | |
| 60 | Cal Constantine# | 1 | 2045-2047 |
