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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Lew Stiggers# | 141 | 1886-1890 | |
| 2 | Ben OLeary# | 99 | 1886-1890 | |
| 3 | Oliver Rafferty# | 98 | 1884-1890 | |
| 4 | George Bauer# | 95 | 1886-1890 | |
| 5 | Jim Marchand# | 94 | 1886-1890 | |
| 6 | Clar Endicott# | 93 | 1886-1890 | |
| 7 | Hank Wolff# | 90 | 1886-1890 | |
| 8 | Lew Townsel# | 82 | 1884-1887 | |
| 9 | Alonzo Fitzsimmons | 79 | 1885-1887 | |
| 10 | Al Marshall# | 75 | 1886-1890 | |
| 11 | Fred Cathey# | 73 | 1885-1887 | |
| 12 | David Roper# | 67 | 1888-1890 | |
| 13 | Ike Silsby# | 55 | 1888-1890 | |
| 14 | Ernest Beale# | 43 | 1886-1890 | |
| 15 | Pat Tuckett# | 40 | 1886-1887 | |
| 16 | Buster Scott | 38 | 1884-1888 | |
| 17 | Jack Conley# | 37 | 1888-1890 | |
| 17 | Bob Livingston# | 37 | 1888-1890 | |
| 19 | Abel Rucker# | 34 | 1884-1885 | |
| 19 | Matt Thomas | 34 | 1886-1888 | |
| 21 | Phil Blackburn# | 33 | 1886-1890 | |
| 21 | Lucian Robinson | 33 | 1887-1888 | |
| 21 | Fred Wilder# | 33 | 1888-1890 | |
| 24 | Walt Pelletier# | 28 | 1886-1890 | |
| 24 | Henry Young | 28 | 1888-1889 | |
| 26 | Will Leduc# | 27 | 1886-1887 | |
| 27 | Levi Atkins# | 26 | 1886-1890 | |
| 28 | Walt Trask# | 25 | 1886-1886 | |
| 29 | Jacob Lewis | 24 | 1885-1885 | |
| 30 | Joe Whiteside# | 22 | 1884-1884 | |
| 31 | Pierre Bouchard# | 21 | 1886-1890 | |
| 31 | Will Truitt# | 21 | 1886-1887 | |
| 33 | Bob McDougall# | 20 | 1884-1887 | |
| 34 | Ben Eberhardt# | 18 | 1886-1890 | |
| 34 | Rufus Westcott# | 18 | 1888-1890 | |
| 36 | Hal Redfield# | 17 | 1888-1890 | |
| 37 | Joe Hewitt# | 16 | 1888-1890 | |
| 38 | Silas Lawton# | 15 | 1884-1884 | |
| 38 | Pat Rowe# | 15 | 1886-1886 | |
| 38 | Tom Scott# | 15 | 1886-1890 | |
| 38 | Ben Sumlin# | 15 | 1888-1889 | |
| 42 | John Bates | 14 | 1888-1889 | |
| 43 | Ray Bramlett# | 11 | 1886-1889 | |
| 43 | Tom McCord# | 11 | 1889-1890 | |
| 45 | Sam Grantham# | 10 | 1889-1890 | |
| 45 | Harry Hamilton# | 10 | 1889-1890 | |
| 45 | Sherman Lenox | 10 | 1886-1887 | |
| 45 | Herbert Reich# | 10 | 1887-1887 | |
| 45 | Claude Wall# | 10 | 1888-1890 | |
| 45 | Hiram Whitman# | 10 | 1886-1888 | |
| 51 | Roy Becker# | 9 | 1884-1890 | |
| 51 | John Hammond | 9 | 1887-1887 | |
| 53 | Eddie Agee | 8 | 1884-1885 | |
| 53 | Sam Clarke# | 8 | 1888-1888 | |
| 53 | Hank Lilly# | 8 | 1888-1889 | |
| 53 | Herbert Monroe# | 8 | 1887-1887 | |
| 57 | Vic Kenyon# | 7 | 1886-1886 | |
| 57 | Ernest Reeves# | 7 | 1888-1890 | |
| 59 | Walt Gilman# | 6 | 1888-1888 | |
| 59 | George Grey# | 6 | 1886-1887 | |
| 59 | Nate Pickett# | 6 | 1884-1884 | |
| 59 | Phil Walker | 6 | 1888-1888 | |
| 63 | Ray Browne# | 5 | 1886-1886 | |
| 63 | Davey Clark | 5 | 1886-1886 | |
| 63 | Gene Flaherty# | 5 | 1886-1886 | |
| 63 | Herbert Goodwin# | 5 | 1884-1886 | |
| 63 | Lou Haskins# | 5 | 1888-1890 | |
| 63 | Clar Pressley# | 5 | 1888-1890 | |
| 63 | Calvin Williams | 5 | 1888-1888 | |
| 70 | Al Batiste# | 4 | 1886-1888 | |
| 70 | Chester Loomis# | 4 | 1884-1887 | |
| 70 | El Randleman | 4 | 1884-1885 | |
| 73 | Andy Donald | 3 | 1884-1884 | |
| 73 | Fred Mathews | 3 | 1886-1886 | |
| 73 | Peter Savage | 3 | 1886-1886 | |
| 76 | Silas Agee# | 2 | 1886-1887 | |
| 76 | Lou Allerton# | 2 | 1886-1886 | |
| 76 | Martin Birge# | 2 | 1888-1888 | |
| 76 | Jimmy Pankey | 2 | 1888-1888 | |
| 76 | Harry Sewell | 2 | 1886-1886 | |
| 76 | Ben Smith | 2 | 1884-1886 | |
| 76 | Jack Stamps | 2 | 1886-1886 | |
| 76 | Edward Stannard | 2 | 1884-1886 | |
| 84 | Walt Albrecht# | 1 | 1888-1888 | |
| 84 | Alfred Charbonneau# | 1 | 1886-1886 | |
| 84 | Joe Conley | 1 | 1888-1888 | |
| 84 | Ernest Douglas# | 1 | 1887-1887 | |
| 84 | Ed Forster# | 1 | 1889-1889 | |
| 84 | Hank Gibson# | 1 | 1886-1889 | |
| 84 | Bill Hampton | 1 | 1886-1888 | |
| 84 | Abel Haviland# | 1 | 1886-1890 | |
| 84 | Pat Hayes# | 1 | 1887-1887 | |
| 84 | George Joiner | 1 | 1888-1888 | |
| 84 | Hiram Keys# | 1 | 1888-1888 | |
| 84 | Vic Montague# | 1 | 1888-1888 | |
| 84 | Jack Morris# | 1 | 1886-1888 | |
| 84 | Jack Scanlon# | 1 | 1886-1886 | |
| 84 | Dave Yardley | 1 | 1885-1885 | |
| 99 | Chester Bartlett# | 0 | 1887-1890 | |
| 99 | Theo Blue# | 0 | 1888-1889 |
