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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Mike Flynn# | 157 | 1882-1890 | |
| 2 | Ray Hayden# | 149 | 1884-1890 | |
| 3 | Fred Lorraine# | 147 | 1884-1890 | |
| 4 | Jasper Bonner# | 133 | 1882-1889 | |
| 5 | John Bates | 106 | 1882-1887 | |
| 6 | David Roper# | 98 | 1884-1887 | |
| 7 | Elmer Townsend# | 97 | 1886-1890 | |
| 8 | Sidney Horace | 90 | 1883-1887 | |
| 8 | Ike Sawyer# | 90 | 1885-1889 | |
| 10 | Michael Pitchford | 89 | 1883-1887 | |
| 11 | Frank McCabe# | 81 | 1886-1889 | |
| 12 | Charley Kearns# | 80 | 1887-1890 | |
| 13 | Art Leggett# | 78 | 1886-1890 | |
| 14 | Alfred Marks# | 67 | 1884-1890 | |
| 15 | Elmer Ramsay# | 65 | 1885-1890 | |
| 16 | Elmer Meier# | 61 | 1887-1889 | |
| 17 | Lou Daley# | 60 | 1886-1888 | |
| 18 | George Shelton | 58 | 1884-1887 | |
| 19 | Henry King | 57 | 1885-1889 | |
| 20 | Ernest Douglas# | 52 | 1882-1885 | |
| 21 | Jim Cox | 49 | 1882-1885 | |
| 21 | Edgar Kirkpatrick# | 49 | 1883-1884 | |
| 23 | Walt Pelletier# | 46 | 1883-1885 | |
| 23 | Lou Staten# | 46 | 1889-1890 | |
| 25 | Bernard Witter# | 45 | 1889-1890 | |
| 26 | Al McDonough# | 43 | 1884-1886 | |
| 26 | Vic Shreve# | 43 | 1888-1890 | |
| 26 | Henry Young | 43 | 1885-1887 | |
| 29 | Ernest Benson# | 42 | 1889-1890 | |
| 29 | Frank Carmichael# | 42 | 1889-1890 | |
| 31 | Herbert Harrison# | 40 | 1889-1890 | |
| 31 | George Mulligan# | 40 | 1883-1889 | |
| 31 | George Roberts | 40 | 1885-1888 | |
| 31 | Hiram Whitman# | 40 | 1882-1885 | |
| 35 | Moses Dales | 39 | 1885-1889 | |
| 36 | Joe Conley | 38 | 1884-1886 | |
| 36 | Al Watson# | 38 | 1888-1889 | |
| 38 | Charles Brown | 37 | 1882-1885 | |
| 39 | Walt Bollenbach# | 36 | 1887-1889 | |
| 39 | Paul Dexter# | 36 | 1888-1890 | |
| 41 | Ernest Cleveland# | 33 | 1887-1888 | |
| 41 | Hank Jung# | 33 | 1888-1890 | |
| 41 | Darren Kelly | 33 | 1882-1885 | |
| 41 | Abel Rucker# | 33 | 1883-1890 | |
| 41 | Herbert Vogel# | 33 | 1884-1889 | |
| 46 | Lewis Dansby | 32 | 1883-1886 | |
| 46 | Irving Worcester# | 32 | 1882-1883 | |
| 48 | Bernard Holbrook# | 31 | 1888-1889 | |
| 48 | Gus McGuire# | 31 | 1882-1883 | |
| 48 | Vic Smith# | 31 | 1888-1890 | |
| 51 | Silas Clements# | 30 | 1889-1890 | |
| 51 | Hiram Keys# | 30 | 1882-1886 | |
| 51 | Roy Merriweather# | 30 | 1886-1890 | |
| 51 | Everett Thomas | 30 | 1882-1885 | |
| 55 | Lou Allerton# | 29 | 1882-1885 | |
| 56 | Vic Swain# | 28 | 1887-1890 | |
| 57 | Hank Ludlow# | 27 | 1890-1890 | |
| 57 | Clyde Wilkes# | 27 | 1887-1890 | |
| 59 | Tom Volk# | 26 | 1887-1888 | |
| 60 | Charley Pfeiffer# | 25 | 1886-1886 | |
| 61 | Ed Bannister# | 23 | 1888-1889 | |
| 61 | Ernest Beale# | 23 | 1884-1885 | |
| 61 | Alfred Bush | 23 | 1886-1886 | |
| 61 | Joe Chastain# | 23 | 1889-1889 | |
| 61 | Art Frost# | 23 | 1890-1890 | |
| 61 | Bobby Hyman | 23 | 1884-1889 | |
| 67 | Walt Gilman# | 21 | 1886-1887 | |
| 67 | Joe Kessler# | 21 | 1885-1885 | |
| 67 | Ned Okereke | 21 | 1883-1885 | |
| 67 | Hugh Quarles# | 21 | 1890-1890 | |
| 67 | Walt Thistlethwaite# | 21 | 1890-1890 | |
| 72 | George Beal# | 19 | 1889-1889 | |
| 72 | Theo Heath# | 19 | 1890-1890 | |
| 72 | Jacob Lewis | 19 | 1884-1886 | |
| 72 | Ben OLeary# | 19 | 1884-1884 | |
| 72 | Joe Robie# | 19 | 1885-1885 | |
| 77 | Alonzo Fitzsimmons | 18 | 1884-1884 | |
| 77 | Dan Kimball# | 18 | 1889-1890 | |
| 77 | Charlie Turner | 18 | 1883-1884 | |
| 77 | Dave Woolridge | 18 | 1887-1888 | |
| 81 | Lou Gibbs# | 17 | 1885-1887 | |
| 81 | Lou Hearns# | 17 | 1882-1885 | |
| 81 | Ezra Lockhart# | 17 | 1886-1886 | |
| 81 | Press Wells | 17 | 1884-1885 | |
| 85 | Lew Anthony | 16 | 1884-1884 | |
| 85 | Davey Clark | 16 | 1887-1888 | |
| 85 | Will Leduc# | 16 | 1883-1885 | |
| 85 | Will Milner# | 16 | 1890-1890 | |
| 89 | Jack Stamps | 15 | 1882-1883 | |
| 90 | Jimmy Harewood | 14 | 1888-1888 | |
| 90 | Bob Livingston# | 14 | 1885-1886 | |
| 90 | Fred Watton# | 14 | 1885-1886 | |
| 93 | Hank McCann# | 13 | 1889-1889 | |
| 93 | Ike Shorter | 13 | 1886-1886 | |
| 95 | Clar Ashley# | 12 | 1890-1890 | |
| 95 | Phil Blackburn# | 12 | 1883-1884 | |
| 95 | Theo Pepperell# | 12 | 1890-1890 | |
| 98 | Joe Barron# | 11 | 1882-1890 | |
| 98 | Theodore Brown | 11 | 1888-1888 | |
| 98 | Walt Downs# | 11 | 1890-1890 |
