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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Gus Schneider# | 315 | 1884-1899 | |
| 2 | Otto Hinz# | 304 | 1889-1899 | |
| 3 | Lew Stiggers# | 292 | 1885-1899 | |
| 4 | Jack Pendleton# | 282 | 1889-1899 | |
| 5 | Joe Ashford# | 269 | 1888-1899 | |
| 6 | Lou Daley# | 231 | 1889-1899 | |
| 7 | Harry Hartmann# | 230 | 1890-1899 | |
| 8 | Ray Flowers# | 226 | 1886-1899 | |
| 9 | Bernard Bridges# | 215 | 1888-1899 | |
| 10 | Rufus Barrell# | 210 | 1892-1899 | |
| 11 | Elmer Meier# | 201 | 1891-1899 | |
| 12 | Paul Dexter# | 199 | 1892-1899 | |
| 13 | Walt Merritt# | 196 | 1888-1899 | |
| 14 | Otis O'Brien | 194 | 1881-1895 | |
| 15 | Duke Blackwell# | 183 | 1889-1899 | |
| 16 | Walt Lopp | 180 | 1880-1890 | |
| 16 | Bernard Witter# | 180 | 1892-1899 | |
| 18 | Paul Talbot# | 177 | 1890-1899 | |
| 19 | Len Darlington# | 175 | 1888-1899 | |
| 20 | Paul Lawson# | 170 | 1892-1899 | |
| 21 | Jim Cannon | 169 | 1878-1887 | |
| 21 | Elmer Townsend# | 169 | 1891-1899 | |
| 23 | Lew Townsel# | 167 | 1892-1899 | |
| 24 | Nate Cavanagh# | 164 | 1887-1899 | |
| 24 | Hank Ludlow# | 164 | 1892-1899 | |
| 26 | Edgar Kirkpatrick | 162 | 1880-1889 | |
| 27 | Art Leggett# | 154 | 1889-1899 | |
| 28 | Herbert Thayer | 150 | 1882-1892 | |
| 29 | Ezra Lockhart# | 148 | 1879-1889 | |
| 30 | Ray Hayden# | 142 | 1891-1899 | |
| 31 | Will Bullock | 141 | 1880-1886 | |
| 31 | George Satterfield# | 141 | 1890-1899 | |
| 33 | Bill Page | 138 | 1880-1888 | |
| 34 | Rufus Riddick | 135 | 1878-1896 | |
| 35 | Cal Ames | 124 | 1882-1889 | |
| 35 | Jim Marchand# | 124 | 1885-1899 | |
| 37 | Jack Ellsworth# | 119 | 1888-1899 | |
| 37 | Hank Jung# | 119 | 1892-1899 | |
| 39 | Joe Chastain# | 117 | 1887-1899 | |
| 39 | Martin Tucker | 117 | 1879-1885 | |
| 41 | Walt Bollenbach# | 116 | 1891-1899 | |
| 42 | Vic Shreve# | 112 | 1891-1899 | |
| 43 | Dan Kimball# | 111 | 1892-1899 | |
| 44 | Will Beaumont# | 108 | 1893-1899 | |
| 44 | Nate Chadwick | 108 | 1881-1889 | |
| 46 | Billy Crutchfield | 103 | 1883-1888 | |
| 46 | Dan Farham | 103 | 1876-1883 | |
| 46 | Pat Murphy | 103 | 1876-1895 | |
| 49 | Ray Draper# | 100 | 1887-1899 | |
| 50 | Al Lynn# | 91 | 1882-1886 | |
| 51 | George Thorndike# | 90 | 1892-1899 | |
| 52 | Will Milner# | 89 | 1892-1899 | |
| 53 | Willie Davis | 87 | 1879-1885 | |
| 53 | Dan LeBoeuf | 87 | 1885-1896 | |
| 55 | Lou Allerton | 82 | 1877-1895 | |
| 55 | Sam Weiss# | 82 | 1896-1899 | |
| 57 | Silas Lawton# | 80 | 1885-1896 | |
| 58 | Johnny Wallace | 76 | 1884-1887 | |
| 59 | David Atwood | 74 | 1889-1899 | |
| 59 | Homer Clayton# | 74 | 1897-1899 | |
| 59 | Hank McCann# | 74 | 1891-1899 | |
| 62 | Herbert Wadsworth# | 73 | 1890-1899 | |
| 63 | Lew Anthony | 71 | 1885-1889 | |
| 64 | Ed Dalrymple# | 70 | 1890-1894 | |
| 65 | Ernest Cleveland# | 69 | 1890-1897 | |
| 65 | Theo Heath# | 69 | 1892-1899 | |
| 65 | Will Ryan | 69 | 1876-1880 | |
| 68 | Edgar Monroe | 67 | 1879-1885 | |
| 69 | Jack Granger# | 65 | 1894-1899 | |
| 70 | Billy Roberson | 63 | 1879-1884 | |
| 71 | Sam Vogel# | 58 | 1898-1899 | |
| 72 | Abel Kizzie | 55 | 1881-1883 | |
| 72 | Al McDonough# | 55 | 1887-1889 | |
| 72 | Buster Scott | 55 | 1878-1885 | |
| 75 | Art Frost# | 54 | 1892-1899 | |
| 76 | Lefty Babcock# | 53 | 1896-1899 | |
| 77 | Michael Pitchford | 52 | 1876-1882 | |
| 77 | Lou Scudder# | 52 | 1885-1889 | |
| 79 | Rafe Lopez# | 51 | 1891-1896 | |
| 79 | Clyde Wilkes | 51 | 1886-1889 | |
| 81 | Claude Newberry# | 50 | 1888-1899 | |
| 82 | George Beal# | 49 | 1887-1899 | |
| 83 | Samuel Schuyler | 48 | 1877-1879 | |
| 84 | Joe Cook | 46 | 1878-1884 | |
| 84 | Heck Williams | 46 | 1876-1878 | |
| 86 | Paul Kennett | 44 | 1876-1878 | |
| 87 | Claude Coleman# | 43 | 1890-1892 | |
| 87 | Judson Perry | 43 | 1885-1887 | |
| 89 | Lew Norwood# | 42 | 1897-1899 | |
| 89 | Ike Sawyer# | 42 | 1890-1899 | |
| 91 | Ed Fischer | 41 | 1886-1896 | |
| 92 | Lefty Ryan# | 39 | 1893-1897 | |
| 93 | Martin Callahan# | 38 | 1885-1892 | |
| 93 | Tommy Johnson | 38 | 1886-1888 | |
| 95 | Jimmy Harewood | 37 | 1885-1887 | |
| 95 | Darren Kelly | 37 | 1876-1880 | |
| 97 | Charley Reinhardt# | 36 | 1888-1889 | |
| 97 | Tom Volk# | 36 | 1886-1899 | |
| 97 | Gene Wofford# | 36 | 1887-1892 | |
| 100 | Davey Hardy | 35 | 1887-1889 |
