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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Kareem Brobbey# | 211 | 2024-2042 | |
| 2 | Mike Clark# | 200 | 2028-2042 | |
| 3 | Luis Salazar# | 198 | 2024-2042 | |
| 4 | Willie de Leon* | 192 | 2024-2038 | |
| 5 | Dave Smith# | 189 | 2024-2042 | |
| 6 | Ruben Sanchez# | 188 | 2024-2042 | |
| 6 | Mario Villalobos# | 188 | 2024-2042 | |
| 8 | Stephen Wilkins# | 184 | 2024-2042 | |
| 9 | Travis Welker# | 172 | 2024-2042 | |
| 10 | Jorge Rodriquez# | 168 | 2024-2042 | |
| 11 | Carlos Juarez# | 165 | 2024-2042 | |
| 11 | Greg Olsen# | 165 | 2027-2042 | |
| 11 | Edgar Villagomez# | 165 | 2024-2042 | |
| 14 | Colin Denman# | 163 | 2024-2042 | |
| 15 | Corey Gillis* | 157 | 2024-2039 | |
| 16 | Mitch Burgess | 150 | 2024-2040 | |
| 17 | Danny Gephart# | 146 | 2024-2042 | |
| 18 | Victor Sandoval# | 141 | 2024-2042 | |
| 19 | Mario Villalpando# | 139 | 2024-2042 | |
| 20 | Tom Parker# | 129 | 2024-2042 | |
| 21 | Josh Neal# | 127 | 2030-2042 | |
| 22 | Jon Cornejo# | 126 | 2024-2041 | |
| 23 | Chris Carrell# | 125 | 2028-2042 | |
| 24 | Matt Player* | 116 | 2024-2037 | |
| 25 | Mario Chaidez | 114 | 2024-2040 | |
| 25 | Nick Sorensen | 114 | 2024-2041 | |
| 27 | Rémy Girard# | 113 | 2024-2042 | |
| 28 | Alex Sanchez# | 112 | 2028-2042 | |
| 29 | Josh Davis | 111 | 2028-2040 | |
| 30 | Andrew Mabry# | 110 | 2024-2040 | |
| 31 | Matt Harris# | 109 | 2027-2042 | |
| 32 | Miguel Rivera | 107 | 2024-2037 | |
| 33 | Bobby Juarez | 106 | 2024-2037 | |
| 34 | Tim Rose | 102 | 2024-2040 | |
| 35 | Nestor Perez | 101 | 2024-2037 | |
| 36 | Ron Martin# | 100 | 2032-2042 | |
| 37 | Benjamin Lecomte# | 99 | 2032-2042 | |
| 38 | Ricky Acosta | 98 | 2024-2040 | |
| 38 | Aaron Staff | 98 | 2024-2036 | |
| 40 | Adam Thompson# | 95 | 2029-2042 | |
| 41 | Yan Lopez# | 91 | 2024-2042 | |
| 42 | Rico Duran | 89 | 2024-2036 | |
| 43 | Mike Beltran# | 88 | 2032-2042 | |
| 43 | Gerardo Cantu# | 88 | 2030-2041 | |
| 45 | J.P. Lutz# | 87 | 2033-2042 | |
| 45 | Josh Thorp | 87 | 2024-2039 | |
| 47 | Bill Kowalchuk# | 86 | 2024-2042 | |
| 47 | Angel Lopez | 86 | 2024-2038 | |
| 47 | Arturo Paredes | 86 | 2024-2039 | |
| 50 | Matt Gardner | 84 | 2024-2037 | |
| 51 | Jesus Alaniz | 82 | 2025-2039 | |
| 52 | Ramon Betancourt# | 81 | 2024-2042 | |
| 52 | Pat Rudd# | 81 | 2033-2042 | |
| 54 | Ryan Kimball# | 80 | 2029-2042 | |
| 55 | Joe Fenton# | 79 | 2030-2042 | |
| 55 | Felix Hernandez | 79 | 2024-2039 | |
| 57 | Harry Landers | 78 | 2024-2040 | |
| 58 | John Allison# | 77 | 2024-2041 | |
| 58 | Adam Herman# | 77 | 2028-2041 | |
| 58 | Phil Racine | 77 | 2024-2037 | |
| 61 | Mikael Bonin# | 76 | 2032-2042 | |
| 61 | Rich Cole# | 76 | 2029-2042 | |
| 61 | Shan-bo Li | 76 | 2024-2037 | |
| 61 | Robert Medina# | 76 | 2028-2042 | |
| 61 | Andy Urso# | 76 | 2024-2042 | |
| 61 | David Zeits# | 76 | 2028-2042 | |
| 67 | Justin Brussow# | 75 | 2035-2042 | |
| 68 | German Guajardo# | 73 | 2025-2041 | |
| 68 | Joel Tangarife | 73 | 2024-2036 | |
| 70 | Gary Gunnoe# | 72 | 2024-2042 | |
| 70 | Ben Moore | 72 | 2024-2034 | |
| 70 | Angelo Pulido# | 72 | 2035-2042 | |
| 73 | Derrick Hightower | 71 | 2024-2037 | |
| 74 | Luis Calderon# | 70 | 2036-2042 | |
| 75 | Marcos Aldaco# | 69 | 2024-2042 | |
| 75 | Tim Lugo | 69 | 2024-2035 | |
| 77 | Willie Ayala# | 68 | 2024-2042 | |
| 77 | Steve Tyler# | 68 | 2024-2042 | |
| 79 | Ricardo Davalos# | 67 | 2032-2042 | |
| 79 | Fumitoshi Fujiwara | 67 | 2028-2041 | |
| 79 | Jason Nicolich | 67 | 2024-2031 | |
| 82 | Alex Ramirez# | 65 | 2024-2042 | |
| 83 | Bryan Kesling | 64 | 2024-2036 | |
| 83 | Leo Marquez | 64 | 2024-2037 | |
| 83 | Roberto Valladarez# | 64 | 2032-2042 | |
| 83 | Mike White# | 64 | 2035-2042 | |
| 87 | Casey Basler# | 63 | 2024-2042 | |
| 87 | Hector Martinez | 63 | 2024-2034 | |
| 87 | Brett Skinner# | 63 | 2034-2042 | |
| 87 | Kyle Wimpy# | 63 | 2033-2042 | |
| 91 | Daryl Rich | 62 | 2024-2034 | |
| 92 | Bill Azcarate# | 61 | 2030-2040 | |
| 92 | Guillermo Garcia# | 61 | 2024-2040 | |
| 92 | Scott Kelly# | 61 | 2024-2042 | |
| 95 | Fletcher Regush | 60 | 2024-2033 | |
| 96 | Joe Childers# | 59 | 2024-2042 | |
| 96 | Rene Juarez | 59 | 2024-2038 | |
| 98 | Chris Martin# | 58 | 2024-2042 | |
| 98 | Bobby McKibben# | 58 | 2024-2042 | |
| 98 | Jeff Slack# | 58 | 2024-2042 |
