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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Don Sutton# | 18 | 2014-2014 | |
| 2 | Pete Alexander# | 17 | 2014-2014 | |
| 2 | Leon Day# | 17 | 2014-2014 | |
| 4 | Eddie Cicotte# | 16 | 2014-2014 | |
| 5 | Gerrit Cole# | 15 | 2014-2014 | |
| 5 | Webster McDonald# | 15 | 2014-2014 | |
| 5 | Henry McHenry# | 15 | 2014-2014 | |
| 8 | Sam Crawford# | 14 | 2014-2014 | |
| 8 | Jacob deGrom# | 14 | 2014-2014 | |
| 8 | Lefty Grove# | 14 | 2014-2014 | |
| 8 | Ron Guidry# | 14 | 2014-2014 | |
| 8 | Roy Halladay# | 14 | 2014-2014 | |
| 8 | Carl Hubbell# | 14 | 2014-2014 | |
| 8 | Randy D Johnson# | 14 | 2014-2014 | |
| 8 | Hilton Smith# | 14 | 2014-2014 | |
| 8 | Fernando Valenzuela# | 14 | 2014-2014 | |
| 8 | Roy Welmaker# | 14 | 2014-2014 | |
| 18 | Felix Hernandez# | 13 | 2014-2014 | |
| 18 | Bill Holland# | 13 | 2014-2014 | |
| 18 | Walter Johnson# | 13 | 2014-2014 | |
| 18 | Cliff P Lee# | 13 | 2014-2014 | |
| 18 | Andy Porter# | 13 | 2014-2014 | |
| 18 | Sam Streeter# | 13 | 2014-2014 | |
| 24 | Dave Brown# | 12 | 2014-2014 | |
| 24 | Bill Foster# | 12 | 2014-2014 | |
| 24 | Lefty Gomez# | 12 | 2014-2014 | |
| 24 | Corey Kluber# | 12 | 2014-2014 | |
| 24 | Max Manning# | 12 | 2014-2014 | |
| 24 | Erskine Mayer# | 12 | 2014-2014 | |
| 24 | Jesse Tannehill# | 12 | 2014-2014 | |
| 24 | Dazzy Vance# | 12 | 2014-2014 | |
| 24 | Zack Wheeler# | 12 | 2014-2014 | |
| 24 | Cy Young# | 12 | 2014-2014 | |
| 34 | Bert Blyleven# | 11 | 2014-2014 | |
| 34 | Ray Brown# | 11 | 2014-2014 | |
| 34 | Mike Caldwell# | 11 | 2014-2014 | |
| 34 | Andy Cooper# | 11 | 2014-2014 | |
| 34 | Red Faber# | 11 | 2014-2014 | |
| 34 | Randy Jones# | 11 | 2014-2014 | |
| 34 | Sandy Koufax# | 11 | 2014-2014 | |
| 34 | Booker McDaniel# | 11 | 2014-2014 | |
| 34 | Joe McGinnity# | 11 | 2014-2014 | |
| 34 | Jose Mendez# | 11 | 2014-2014 | |
| 34 | Joe Niekro# | 11 | 2014-2014 | |
| 34 | Satchel Paige# | 11 | 2014-2014 | |
| 34 | J R Richard# | 11 | 2014-2014 | |
| 34 | Ed Walsh# | 11 | 2014-2014 | |
| 48 | Rube Curry# | 10 | 2014-2014 | |
| 48 | Jose Fernandez# | 10 | 2014-2014 | |
| 48 | Bob Gibson# | 10 | 2014-2014 | |
| 48 | Bryan Harvey# | 10 | 2014-2014 | |
| 48 | Bruce Hurst# | 10 | 2014-2014 | |
| 48 | Jimmy Key# | 10 | 2014-2014 | |
| 48 | Greg Maddux# | 10 | 2014-2014 | |
| 48 | Hal Newhouser# | 10 | 2014-2014 | |
| 48 | Juan Padron# | 10 | 2014-2014 | |
| 48 | Roy Partlow# | 10 | 2014-2014 | |
| 48 | Juan Pizarro# | 10 | 2014-2014 | |
| 48 | Dick Redding# | 10 | 2014-2014 | |
| 48 | Rick Reuschel# | 10 | 2014-2014 | |
| 48 | Jose Rijo# | 10 | 2014-2014 | |
| 48 | Steve Rogers# | 10 | 2014-2014 | |
| 48 | Red Ryan# | 10 | 2014-2014 | |
| 48 | Johnny Sain# | 10 | 2014-2014 | |
| 48 | Chris Short# | 10 | 2014-2014 | |
| 48 | Nip Winters# | 10 | 2014-2014 | |
| 67 | Wilson Alvarez# | 9 | 2014-2014 | |
| 67 | Chet Brewer# | 9 | 2014-2014 | |
| 67 | Kevin Brown# | 9 | 2014-2014 | |
| 67 | Mordecai Brown# | 9 | 2014-2014 | |
| 67 | Francisco Cordero# | 9 | 2014-2014 | |
| 67 | Martin Dihigo# | 9 | 2014-2014 | |
| 67 | Dwight Gooden# | 9 | 2014-2014 | |
| 67 | Clark Griffith# | 9 | 2014-2014 | |
| 67 | Tim Hudson# | 9 | 2014-2014 | |
| 67 | Christy Mathewson# | 9 | 2014-2014 | |
| 67 | Bullet Rogan# | 9 | 2014-2014 | |
| 67 | Babe Ruth# | 9 | 2014-2014 | |
| 67 | Bret Saberhagen# | 9 | 2014-2014 | |
| 67 | Warren Spahn# | 9 | 2014-2014 | |
| 67 | Frank Tanana# | 9 | 2014-2014 | |
| 82 | Bill Byrd# | 8 | 2014-2014 | |
| 82 | Dean Chance# | 8 | 2014-2014 | |
| 82 | Wilmer Fields# | 8 | 2014-2014 | |
| 82 | Tom Gordon# | 8 | 2014-2014 | |
| 82 | Dan Haren# | 8 | 2014-2014 | |
| 82 | Josh Johnson# | 8 | 2014-2014 | |
| 82 | Gary Lavelle# | 8 | 2014-2014 | |
| 82 | Dutch E Leonard# | 8 | 2014-2014 | |
| 82 | Tim Lincecum# | 8 | 2014-2014 | |
| 82 | Dave McNally# | 8 | 2014-2014 | |
| 82 | Joe Nathan# | 8 | 2014-2014 | |
| 82 | Jim Palmer# | 8 | 2014-2014 | |
| 82 | Eddie Plank# | 8 | 2014-2014 | |
| 82 | Paul Quantrill# | 8 | 2014-2014 | |
| 82 | Red Ruffing# | 8 | 2014-2014 | |
| 82 | Dave Stieb# | 8 | 2014-2014 | |
| 82 | Rube Waddell# | 8 | 2014-2014 | |
| 82 | Ed Whitson# | 8 | 2014-2014 | |
| 82 | Dick Whitworth# | 8 | 2014-2014 |
