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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Kareem Brobbey* | 256 | 2024-2046 | |
| 2 | Mike Clark* | 244 | 2028-2047 | |
| 3 | Dave Smith* | 222 | 2024-2046 | |
| 4 | Luis Salazar* | 211 | 2024-2044 | |
| 5 | Stephen Wilkins* | 208 | 2024-2045 | |
| 6 | Mario Villalobos | 207 | 2024-2044 | |
| 7 | Ruben Sanchez* | 200 | 2024-2045 | |
| 8 | Josh Neal# | 197 | 2030-2049 | |
| 9 | Willie de Leon* | 192 | 2024-2038 | |
| 10 | Travis Welker | 185 | 2024-2045 | |
| 11 | Jorge Rodriquez | 174 | 2024-2043 | |
| 12 | Colin Denman | 173 | 2024-2043 | |
| 13 | Carlos Juarez | 172 | 2024-2043 | |
| 14 | Edgar Villagomez | 171 | 2024-2043 | |
| 15 | Greg Olsen | 168 | 2027-2043 | |
| 16 | Danny Gephart | 161 | 2024-2045 | |
| 17 | Benjamin Lecomte# | 160 | 2032-2050 | |
| 18 | Corey Gillis* | 157 | 2024-2039 | |
| 19 | Chris Carrell | 154 | 2028-2046 | |
| 20 | Mitch Burgess | 150 | 2024-2040 | |
| 21 | Brett Skinner# | 145 | 2034-2050 | |
| 22 | Victor Sandoval | 144 | 2024-2042 | |
| 23 | Mario Villalpando | 139 | 2024-2042 | |
| 24 | Tom Parker | 134 | 2024-2043 | |
| 25 | J.P. Lutz# | 127 | 2033-2050 | |
| 26 | Jon Cornejo | 126 | 2024-2041 | |
| 27 | Alex Sanchez | 121 | 2028-2045 | |
| 28 | Ron Martin | 120 | 2032-2046 | |
| 29 | David Melchor# | 119 | 2039-2050 | |
| 30 | Mike White# | 118 | 2035-2048 | |
| 31 | Matt Player* | 116 | 2024-2037 | |
| 32 | Mario Chaidez | 114 | 2024-2040 | |
| 32 | Nick Sorensen | 114 | 2024-2041 | |
| 34 | Rémy Girard | 113 | 2024-2043 | |
| 35 | Josh Davis | 111 | 2028-2040 | |
| 35 | Matt Harris | 111 | 2027-2042 | |
| 37 | Andrew Mabry | 110 | 2024-2040 | |
| 38 | Justin Brussow# | 109 | 2035-2048 | |
| 39 | Ramon Betancourt | 107 | 2024-2048 | |
| 39 | Miguel Rivera | 107 | 2024-2037 | |
| 41 | Bobby Juarez | 106 | 2024-2037 | |
| 42 | Luis Calderon | 103 | 2036-2048 | |
| 42 | Adam Thompson | 103 | 2029-2046 | |
| 44 | Mikael Bonin | 102 | 2032-2046 | |
| 44 | Tim Rose | 102 | 2024-2040 | |
| 46 | Nestor Perez | 101 | 2024-2037 | |
| 47 | Joe Fenton | 100 | 2030-2046 | |
| 47 | Angelo Pulido | 100 | 2035-2046 | |
| 49 | Malachi Brock# | 99 | 2041-2050 | |
| 50 | Ricky Acosta | 98 | 2024-2040 | |
| 50 | Mike Beltran | 98 | 2032-2044 | |
| 50 | Aaron Staff | 98 | 2024-2036 | |
| 53 | Miguel Millan | 96 | 2036-2047 | |
| 54 | Ricardo Davalos | 94 | 2032-2044 | |
| 55 | Pat Rudd | 92 | 2033-2045 | |
| 56 | Yan Lopez | 91 | 2024-2043 | |
| 56 | Juan Magana# | 91 | 2042-2050 | |
| 58 | Jaden Reddicks# | 90 | 2038-2050 | |
| 59 | Rico Duran | 89 | 2024-2036 | |
| 59 | Russell Schneider# | 89 | 2040-2050 | |
| 59 | Andy Urso* | 89 | 2024-2046 | |
| 62 | Marcos Aldaco# | 88 | 2024-2049 | |
| 62 | Gerardo Cantu | 88 | 2030-2041 | |
| 64 | Vic Marinez# | 87 | 2041-2050 | |
| 64 | Robert Medina | 87 | 2028-2046 | |
| 64 | Josh Thorp | 87 | 2024-2039 | |
| 67 | Bill Kowalchuk | 86 | 2024-2044 | |
| 67 | Angel Lopez | 86 | 2024-2038 | |
| 67 | Arturo Paredes | 86 | 2024-2039 | |
| 70 | Matt Gardner | 84 | 2024-2037 | |
| 70 | Ryan Kimball | 84 | 2029-2043 | |
| 72 | Gary Gunnoe | 83 | 2024-2046 | |
| 73 | Jesus Alaniz | 82 | 2025-2039 | |
| 73 | Raul Rodriguez# | 82 | 2042-2050 | |
| 75 | Tony Alba# | 80 | 2030-2050 | |
| 76 | Rich Cole | 79 | 2029-2042 | |
| 76 | Felix Hernandez | 79 | 2024-2039 | |
| 76 | Vicente Santiago# | 79 | 2043-2050 | |
| 79 | Harry Landers | 78 | 2024-2040 | |
| 79 | Pedro Ochoa# | 78 | 2041-2050 | |
| 81 | John Allison | 77 | 2024-2041 | |
| 81 | Bob Figueroa | 77 | 2037-2048 | |
| 81 | Adam Herman | 77 | 2028-2041 | |
| 81 | Scott Lohmann | 77 | 2036-2048 | |
| 81 | Phil Racine | 77 | 2024-2037 | |
| 81 | Edgar Rodriguez# | 77 | 2040-2050 | |
| 81 | David Zeits | 77 | 2028-2042 | |
| 88 | Shan-bo Li | 76 | 2024-2037 | |
| 88 | Roberto Valladarez | 76 | 2032-2045 | |
| 90 | Alfonso Garbiso# | 75 | 2042-2050 | |
| 91 | Joe Jones# | 74 | 2038-2049 | |
| 92 | German Guajardo | 73 | 2025-2041 | |
| 92 | Jake Price# | 73 | 2044-2050 | |
| 92 | Joel Tangarife | 73 | 2024-2036 | |
| 92 | Luis Vega# | 73 | 2043-2050 | |
| 96 | Ben Moore | 72 | 2024-2034 | |
| 97 | Jeff Bolser | 71 | 2035-2048 | |
| 97 | Lance Daniello# | 71 | 2040-2050 | |
| 97 | Derrick Hightower | 71 | 2024-2037 | |
| 97 | Matt Jennings | 71 | 2035-2046 |
