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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Satchel Paige# | 322 | 1928-1941 | |
| 2 | Willie Foster | 283 | 1924-1938 | |
| 3 | Frank Shellenback | 270 | 1921-1939 | |
| 4 | Bill Holland# | 247 | 1921-1936 | |
| 5 | Lefty Gomez# | 206 | 1929-1941 | |
| 6 | Nip Winters | 199 | 1922-1932 | |
| 7 | Willie Ludolph | 182 | 1921-1937 | |
| 8 | Bullet Rogan | 180 | 1921-1929 | |
| 9 | Herman Pillette# | 171 | 1921-1941 | |
| 10 | Andy Cooper | 161 | 1921-1931 | |
| 11 | Tony Freitas# | 149 | 1928-1941 | |
| 12 | Win Ballou# | 145 | 1927-1941 | |
| 13 | Ken Douglas | 133 | 1921-1938 | |
| 14 | Syl Johnson# | 128 | 1921-1941 | |
| 15 | Bill Posedel# | 124 | 1929-1940 | |
| 16 | Ed Brandt | 123 | 1924-1940 | |
| 17 | Ray Brown# | 119 | 1933-1941 | |
| 18 | Ted Trent | 118 | 1930-1937 | |
| 19 | Hilton Smith# | 116 | 1936-1941 | |
| 19 | Fay Thomas# | 116 | 1930-1940 | |
| 21 | Luis Tiant# | 115 | 1933-1939 | |
| 22 | John Donaldson | 114 | 1921-1926 | |
| 22 | Sam Gibson# | 114 | 1931-1941 | |
| 24 | Wayne Carr | 113 | 1921-1928 | |
| 25 | Hank McDonald | 111 | 1929-1939 | |
| 26 | Ralph Buxton# | 105 | 1934-1941 | |
| 27 | Howard Craghead# | 103 | 1926-1941 | |
| 28 | Elmer Jacobs | 101 | 1921-1931 | |
| 29 | Doc Crandall | 98 | 1921-1929 | |
| 30 | Dick Barrett# | 96 | 1935-1941 | |
| 30 | Dave Brown | 96 | 1921-1927 | |
| 32 | Leon Day# | 94 | 1935-1941 | |
| 33 | Lefty Weinert | 90 | 1924-1933 | |
| 34 | Ad Liska# | 89 | 1936-1941 | |
| 34 | Dick Redding | 89 | 1921-1928 | |
| 36 | Claude Thomas | 84 | 1921-1927 | |
| 37 | Lou Tost# | 81 | 1934-1941 | |
| 38 | Wally Hebert# | 80 | 1934-1941 | |
| 39 | Hal Turpin# | 79 | 1927-1941 | |
| 40 | Ray Keating | 78 | 1925-1932 | |
| 41 | Rudy Kallio | 77 | 1921-1933 | |
| 41 | Manny Salvo# | 77 | 1932-1938 | |
| 43 | Duster Mails | 76 | 1922-1934 | |
| 44 | Ken Penner | 75 | 1921-1932 | |
| 45 | Johnny Lindell# | 74 | 1938-1941 | |
| 46 | George Britt | 73 | 1921-1934 | |
| 46 | Bill Byrd# | 73 | 1934-1939 | |
| 46 | Luther Farrell | 73 | 1923-1936 | |
| 46 | Lefty Vinci | 73 | 1924-1933 | |
| 50 | Martín Dihigo# | 69 | 1924-1941 | |
| 51 | Willie Mitchell | 67 | 1921-1926 | |
| 52 | Pete Daglia | 66 | 1925-1939 | |
| 52 | Larry French# | 66 | 1926-1941 | |
| 52 | Dick Niehaus | 66 | 1921-1927 | |
| 55 | Don Osborn# | 65 | 1929-1941 | |
| 56 | Leo Mangum | 64 | 1926-1933 | |
| 57 | Walt Leverenz | 63 | 1921-1928 | |
| 58 | Curt Davis# | 62 | 1929-1933 | |
| 59 | Ray Kremer | 60 | 1921-1934 | |
| 60 | Paul Gregory# | 59 | 1934-1941 | |
| 60 | Ray Prim# | 59 | 1936-1941 | |
| 60 | Jack Salveson# | 59 | 1936-1941 | |
| 63 | Andy Porter# | 57 | 1934-1941 | |
| 64 | Syd Cohen# | 56 | 1932-1940 | |
| 64 | Fred Hutchinson# | 56 | 1938-1941 | |
| 64 | Script Lee | 56 | 1922-1935 | |
| 67 | Oscar Levis | 54 | 1922-1933 | |
| 68 | Glen Gabler# | 53 | 1927-1941 | |
| 68 | Gordon Maltzberger# | 53 | 1932-1941 | |
| 68 | Bill Prough | 53 | 1921-1926 | |
| 71 | Ed Baecht | 52 | 1927-1936 | |
| 71 | Monte Pearson# | 52 | 1929-1941 | |
| 73 | Roy Joiner# | 51 | 1926-1941 | |
| 73 | Juan Padron | 51 | 1921-1925 | |
| 75 | Vance Page# | 48 | 1930-1935 | |
| 76 | Dick Ward | 47 | 1932-1939 | |
| 77 | Joe A Berry# | 45 | 1936-1941 | |
| 77 | Joe Bowman# | 45 | 1929-1933 | |
| 77 | George Darrow# | 45 | 1935-1941 | |
| 77 | Jesse Flores# | 45 | 1939-1941 | |
| 77 | Phil Page# | 45 | 1931-1941 | |
| 82 | Red Shea | 44 | 1922-1929 | |
| 83 | Paul Fittery | 43 | 1921-1926 | |
| 83 | Otho Nitcholas# | 43 | 1934-1939 | |
| 83 | Smokey Joe Williams | 43 | 1921-1923 | |
| 86 | Nick Dumovich | 42 | 1921-1927 | |
| 86 | Doug McWeeny | 42 | 1922-1931 | |
| 86 | Johnny Miljus | 42 | 1925-1933 | |
| 86 | Bill Murphy | 42 | 1926-1931 | |
| 90 | John Campbell | 41 | 1934-1939 | |
| 90 | Rex Cecil# | 41 | 1938-1941 | |
| 90 | Harry Kincannon# | 41 | 1936-1939 | |
| 90 | Dutch Lieber# | 41 | 1929-1941 | |
| 90 | Bill Plummer | 41 | 1921-1925 | |
| 90 | Harry Salmon | 41 | 1926-1929 | |
| 96 | Harry Gardner | 40 | 1921-1925 | |
| 96 | Elmer Myers | 40 | 1922-1927 | |
| 96 | Eustaquio Pedroso | 40 | 1921-1924 | |
| 96 | Robert Poindexter | 40 | 1926-1931 | |
| 100 | George Caster# | 39 | 1929-1936 |
