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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Royal Ricketts* | 635 | 1883-1908 | |
| 2 | Brock Rutherford* | 544 | 1918-1941 | |
| 3 | Edgar Blaney* | 454 | 1910-1934 | |
| 4 | Virgil Hancock | 432 | 1882-1907 | |
| 5 | Clay Easton* | 427 | 1918-1941 | |
| 6 | Joe Shannon* | 426 | 1942-1962 | |
| 7 | Bernhard Green* | 380 | 1892-1908 | |
| 8 | Valentine Voss* | 369 | 1883-1902 | |
| 9 | Steven Fry* | 358 | 1883-1905 | |
| 10 | Jacob Norwood* | 355 | 1901-1915 | |
| 10 | Eli Taylor* | 355 | 1879-1891 | |
| 12 | Hampton Bunker* | 354 | 1911-1933 | |
| 13 | Philpott Loveen* | 350 | 1915-1933 | |
| 14 | George Stonge* | 349 | 1876-1886 | |
| 15 | Boyle Slocum | 345 | 1906-1929 | |
| 16 | Swanee Law* | 343 | 1949-1968 | |
| 17 | Hokey Lancaster | 338 | 1903-1920 | |
| 18 | Monroe Black | 337 | 1887-1903 | |
| 19 | Alvin Liles | 336 | 1892-1908 | |
| 20 | Leon Gurley | 333 | 1883-1906 | |
| 21 | Edgar Bath* | 321 | 1914-1930 | |
| 22 | Chicken Cannon | 318 | 1893-1908 | |
| 23 | Patrick Monday | 312 | 1915-1936 | |
| 23 | Chuck Munson* | 312 | 1936-1952 | |
| 25 | Duster Mundy* | 311 | 1886-1896 | |
| 26 | Harry Doherty | 304 | 1888-1902 | |
| 27 | Chuck Hathaway* | 303 | 1943-1962 | |
| 27 | Hermann Logan | 303 | 1918-1938 | |
| 29 | Elmer Deaton* | 298 | 1924-1946 | |
| 30 | Frederic Isaac | 289 | 1922-1942 | |
| 31 | Fish Bridge | 287 | 1899-1913 | |
| 31 | Berry Hocker | 287 | 1911-1928 | |
| 33 | Clay Gillespie* | 286 | 1943-1962 | |
| 34 | Damon Rutherford# | 285 | 1955-1976 | |
| 34 | Millard Silver | 285 | 1909-1924 | |
| 36 | Tom Sanders* | 284 | 1876-1886 | |
| 36 | Bob Schar# | 284 | 1958-1977 | |
| 36 | Flip Schwartz | 284 | 1908-1926 | |
| 39 | Pat Terrigan* | 282 | 1924-1946 | |
| 40 | Dennis Fulton | 281 | 1956-1975 | |
| 41 | Catfish Hoff | 279 | 1889-1900 | |
| 41 | Cap Howland | 279 | 1884-1903 | |
| 41 | Matthew Sullivan* | 279 | 1903-1913 | |
| 44 | George Leavitt | 278 | 1901-1919 | |
| 44 | Leander McNaughton* | 278 | 1883-1893 | |
| 46 | Ice Clare | 276 | 1899-1915 | |
| 47 | Clay Baldwin* | 275 | 1914-1926 | |
| 47 | John Deloge* | 275 | 1930-1950 | |
| 47 | Charlie Sinclair* | 275 | 1946-1963 | |
| 50 | Jim Meier* | 270 | 1951-1965 | |
| 50 | Sam Partridge* | 270 | 1948-1963 | |
| 52 | Warley Krueger | 268 | 1910-1927 | |
| 52 | Hickey Seward | 268 | 1900-1918 | |
| 52 | Graham Thomas | 268 | 1882-1896 | |
| 55 | Andy Morrow | 267 | 1881-1893 | |
| 56 | Joe Crawford | 262 | 1928-1946 | |
| 56 | Tim Shadwell | 262 | 1913-1930 | |
| 56 | Tony Williams* | 262 | 1948-1962 | |
| 59 | Paul Wiley | 261 | 1953-1975 | |
| 60 | Al Williams | 260 | 1879-1890 | |
| 61 | Leon Hawkins | 258 | 1914-1927 | |
| 62 | Prince Bales | 257 | 1885-1899 | |
| 63 | Ollie Nolan | 255 | 1909-1925 | |
| 64 | Anthony Butt | 254 | 1901-1920 | |
| 64 | Harvey Kelley | 254 | 1898-1917 | |
| 66 | Hiram Ballard* | 252 | 1882-1890 | |
| 67 | Eduardo Rodriguez | 250 | 1948-1966 | |
| 68 | Puritan Ballou | 249 | 1925-1941 | |
| 68 | Bobby Peters# | 249 | 1958-1977 | |
| 70 | Mike Myers* | 246 | 1952-1968 | |
| 71 | Horace Hefner | 244 | 1888-1901 | |
| 71 | Doug Leonard | 244 | 1954-1972 | |
| 73 | Lowry Hopkins | 243 | 1922-1939 | |
| 74 | Roscoe Brockman | 238 | 1909-1926 | |
| 75 | Joel Solomon | 237 | 1913-1924 | |
| 76 | Jimmy Herrman | 235 | 1943-1962 | |
| 77 | Hamilton Hoyle | 234 | 1908-1921 | |
| 78 | Martin Butt | 233 | 1918-1932 | |
| 79 | Skip Shannon | 232 | 1950-1963 | |
| 80 | Moose Austin | 226 | 1925-1942 | |
| 81 | Thornton Shadwell | 225 | 1949-1967 | |
| 82 | Giles Reiley | 224 | 1909-1925 | |
| 83 | John Smith | 223 | 1878-1888 | |
| 84 | Chadbourne Collins | 222 | 1924-1943 | |
| 84 | Byron Kneeland | 222 | 1899-1912 | |
| 86 | Andrew Jacobson | 220 | 1895-1908 | |
| 87 | Dave Keen | 219 | 1945-1965 | |
| 87 | Aart MacDonald | 219 | 1938-1953 | |
| 89 | Will Anderson | 218 | 1925-1938 | |
| 90 | Joe Scott# | 216 | 1957-1977 | |
| 91 | Buddles Tate | 215 | 1883-1899 | |
| 92 | Pete Bailey | 214 | 1923-1940 | |
| 93 | Pierce Bingham | 213 | 1900-1911 | |
| 93 | Ezra Park | 213 | 1904-1913 | |
| 95 | John Ambrose | 212 | 1951-1963 | |
| 95 | Jose Juarez | 212 | 1948-1966 | |
| 95 | Jack Smith | 212 | 1925-1938 | |
| 98 | Diego Favela | 210 | 1952-1972 | |
| 98 | Lafayette Slone | 210 | 1891-1909 | |
| 100 | Phineas Flint | 208 | 1902-1918 |
