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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Otis Sheehan# | 272 | 1884-1893 | |
| 2 | Harvey Holmes# | 197 | 1884-1893 | |
| 3 | Nate Mahoney# | 181 | 1884-1893 | |
| 4 | Steve Thorpe# | 179 | 1886-1893 | |
| 5 | Will Morrill# | 173 | 1886-1893 | |
| 6 | Jim Weber# | 172 | 1886-1893 | |
| 7 | Herbert Goodwin# | 171 | 1886-1893 | |
| 8 | Gus McGuire# | 166 | 1884-1893 | |
| 9 | Ernie Kraus# | 161 | 1884-1893 | |
| 10 | Pat Tuckett# | 160 | 1888-1893 | |
| 11 | Vic Kenyon# | 155 | 1886-1893 | |
| 12 | Nate Pickett# | 148 | 1886-1893 | |
| 13 | Pat Murphy# | 145 | 1884-1892 | |
| 14 | Joe Kessler | 125 | 1886-1891 | |
| 15 | Vic Montague# | 119 | 1886-1893 | |
| 16 | Ed Murdock# | 114 | 1888-1893 | |
| 17 | George Grey# | 106 | 1888-1893 | |
| 18 | George Mulligan# | 102 | 1884-1887 | |
| 19 | Will Truitt# | 95 | 1888-1893 | |
| 20 | Lew Townsel# | 90 | 1888-1890 | |
| 21 | Charley Pfeiffer# | 89 | 1888-1890 | |
| 22 | Herbert Crosby# | 82 | 1886-1892 | |
| 23 | Lou Gibbs# | 78 | 1888-1893 | |
| 24 | Willis McAdory | 74 | 1886-1888 | |
| 25 | Ben Trease | 73 | 1886-1890 | |
| 26 | Rufus Thomas# | 63 | 1884-1893 | |
| 27 | Fred Watton# | 61 | 1891-1893 | |
| 28 | Al Lynn# | 60 | 1888-1893 | |
| 29 | Hiram Keys | 53 | 1884-1892 | |
| 30 | Fred Cathey# | 51 | 1888-1889 | |
| 30 | Dan Farham | 51 | 1884-1885 | |
| 32 | Hank Lilly# | 48 | 1884-1886 | |
| 32 | Joe Whiteside# | 48 | 1886-1887 | |
| 34 | Joseph Wadsworth# | 46 | 1892-1893 | |
| 35 | Bartholomew Becker# | 45 | 1892-1893 | |
| 36 | Horatio Fry# | 42 | 1892-1893 | |
| 37 | Sam Toole# | 41 | 1892-1893 | |
| 38 | Robert Wojtowicz# | 40 | 1892-1893 | |
| 39 | Ray Browne# | 37 | 1887-1889 | |
| 40 | Thomas Churchville# | 36 | 1892-1893 | |
| 41 | Fred Pinckney | 33 | 1886-1887 | |
| 42 | Marty Cosker# | 32 | 1891-1893 | |
| 43 | Alfred Bush | 31 | 1884-1885 | |
| 44 | Henry Moody | 30 | 1884-1886 | |
| 45 | George Dillingham# | 29 | 1884-1893 | |
| 46 | Ed Fischer# | 26 | 1891-1893 | |
| 46 | Hank Sherrod# | 26 | 1884-1893 | |
| 48 | Gene Carter | 25 | 1884-1885 | |
| 49 | Gene Flaherty# | 23 | 1887-1892 | |
| 49 | Lou Jewett# | 23 | 1891-1891 | |
| 49 | Al McDonough# | 23 | 1891-1893 | |
| 52 | Hank Gibson# | 20 | 1886-1888 | |
| 52 | Phil Hull# | 20 | 1886-1893 | |
| 52 | Henry Young | 20 | 1884-1884 | |
| 55 | Darren Kelly | 18 | 1886-1887 | |
| 56 | Tom Scott# | 16 | 1886-1887 | |
| 57 | Sam Clarke# | 15 | 1888-1893 | |
| 57 | Henry King | 15 | 1884-1884 | |
| 57 | Michael Raines# | 15 | 1892-1893 | |
| 60 | Chester Loomis# | 14 | 1888-1889 | |
| 61 | Bob Shields# | 12 | 1884-1893 | |
| 62 | Julian Foster | 11 | 1886-1888 | |
| 62 | Enoch Hamlin | 11 | 1884-1888 | |
| 62 | Lester McPherson | 11 | 1884-1886 | |
| 62 | Nate Noyes | 11 | 1886-1886 | |
| 66 | Charlie Turner | 10 | 1886-1887 | |
| 67 | Fred Burke# | 9 | 1888-1893 | |
| 67 | Edward Hannah | 9 | 1886-1888 | |
| 67 | Michael Pitchford | 9 | 1888-1890 | |
| 70 | Amos Dowd# | 8 | 1892-1892 | |
| 70 | Walt Gilman | 8 | 1889-1891 | |
| 70 | Bob Glynn | 8 | 1884-1885 | |
| 70 | Silas Gullikson# | 8 | 1891-1891 | |
| 70 | Herbert Reich# | 8 | 1886-1893 | |
| 70 | Jack Scanlon# | 8 | 1886-1893 | |
| 70 | George Steele# | 8 | 1884-1892 | |
| 70 | Joseph Stone# | 8 | 1892-1892 | |
| 70 | Elmer Winslow | 8 | 1885-1891 | |
| 70 | Dave Yardley | 8 | 1886-1888 | |
| 80 | Nate Cavanagh# | 7 | 1884-1886 | |
| 80 | Silas Clements# | 7 | 1884-1886 | |
| 80 | Dan LeBoeuf# | 7 | 1884-1884 | |
| 80 | Walt Pelletier# | 7 | 1886-1887 | |
| 84 | David Atwood# | 6 | 1884-1888 | |
| 84 | Ollie Bailey | 6 | 1886-1888 | |
| 84 | Pat Hayes# | 6 | 1886-1893 | |
| 84 | Ed Southard | 6 | 1884-1891 | |
| 88 | Rufus Barrell# | 5 | 1891-1891 | |
| 88 | Cal Dearing# | 5 | 1886-1893 | |
| 88 | Will Leduc# | 5 | 1889-1893 | |
| 88 | Alfred Means# | 5 | 1886-1891 | |
| 92 | Silas Agee# | 4 | 1884-1893 | |
| 92 | Ernest Douglas# | 4 | 1886-1893 | |
| 92 | Jim Korman# | 4 | 1892-1892 | |
| 92 | Lou Scudder# | 4 | 1884-1887 | |
| 96 | Lou Allerton# | 3 | 1888-1890 | |
| 96 | Otis Bey# | 3 | 1886-1893 | |
| 96 | Martin Birge | 3 | 1886-1890 | |
| 96 | Hiram Butler# | 3 | 1886-1891 | |
| 96 | Martin Hennington# | 3 | 1889-1893 |
