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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Lefty Grove# | .778 | 2014-2014 | |
| 2 | Andy Cooper# | .733 | 2014-2014 | |
| 3 | Leon Day# | .708 | 2014-2014 | |
| 4 | Hilton Smith# | .700 | 2014-2014 | |
| 5 | Don Sutton# | .692 | 2014-2014 | |
| 6 | Sam Streeter# | .684 | 2014-2014 | |
| 7 | Henry McHenry# | .682 | 2014-2014 | |
| 8 | Pete Alexander# | .680 | 2014-2014 | |
| 9 | Eddie Cicotte# | .667 | 2014-2014 | |
| 9 | Sam Crawford# | .667 | 2014-2014 | |
| 9 | Ron Guidry# | .667 | 2014-2014 | |
| 9 | Dazzy Vance# | .667 | 2014-2014 | |
| 13 | Webster McDonald# | .652 | 2014-2014 | |
| 14 | Ray Brown# | .647 | 2014-2014 | |
| 15 | Jacob deGrom# | .636 | 2014-2014 | |
| 16 | Max Manning# | .632 | 2014-2014 | |
| 17 | Gerrit Cole# | .625 | 2014-2014 | |
| 17 | Nip Winters# | .625 | 2014-2014 | |
| 19 | Felix Hernandez# | .619 | 2014-2014 | |
| 19 | Cliff P Lee# | .619 | 2014-2014 | |
| 21 | Joe McGinnity# | .611 | 2014-2014 | |
| 21 | Satchel Paige# | .611 | 2014-2014 | |
| 21 | J R Richard# | .611 | 2014-2014 | |
| 24 | Roy Halladay# | .609 | 2014-2014 | |
| 24 | Carl Hubbell# | .609 | 2014-2014 | |
| 26 | Walter Johnson# | .591 | 2014-2014 | |
| 27 | Randy D Johnson# | .583 | 2014-2014 | |
| 28 | Sandy Koufax# | .579 | 2014-2014 | |
| 28 | Ed Walsh# | .579 | 2014-2014 | |
| 30 | Dave Brown# | .571 | 2014-2014 | |
| 30 | Lefty Gomez# | .571 | 2014-2014 | |
| 30 | Zack Wheeler# | .571 | 2014-2014 | |
| 33 | Roy Welmaker# | .560 | 2014-2014 | |
| 34 | Juan Padron# | .556 | 2014-2014 | |
| 34 | Roy Partlow# | .556 | 2014-2014 | |
| 36 | Jose Mendez# | .550 | 2014-2014 | |
| 37 | Bill Foster# | .545 | 2014-2014 | |
| 37 | Corey Kluber# | .545 | 2014-2014 | |
| 39 | Andy Porter# | .542 | 2014-2014 | |
| 40 | Christy Mathewson# | .529 | 2014-2014 | |
| 41 | Bob Gibson# | .526 | 2014-2014 | |
| 42 | Bert Blyleven# | .524 | 2014-2014 | |
| 42 | Booker McDaniel# | .524 | 2014-2014 | |
| 44 | Mordecai Brown# | .500 | 2014-2014 | |
| 44 | Mike Caldwell# | .500 | 2014-2014 | |
| 44 | Randy Jones# | .500 | 2014-2014 | |
| 44 | Greg Maddux# | .500 | 2014-2014 | |
| 44 | Jose Rijo# | .500 | 2014-2014 | |
| 44 | Bret Saberhagen# | .500 | 2014-2014 | |
| 44 | Rube Waddell# | .500 | 2014-2014 | |
| 44 | Cy Young# | .500 | 2014-2014 | |
| 52 | Bill Holland# | .481 | 2014-2014 | |
| 53 | Jesse Tannehill# | .480 | 2014-2014 | |
| 54 | Rube Curry# | .476 | 2014-2014 | |
| 54 | Hal Newhouser# | .476 | 2014-2014 | |
| 54 | Dick Redding# | .476 | 2014-2014 | |
| 54 | Rick Reuschel# | .476 | 2014-2014 | |
| 58 | Martin Dihigo# | .474 | 2014-2014 | |
| 58 | Bullet Rogan# | .474 | 2014-2014 | |
| 58 | Warren Spahn# | .474 | 2014-2014 | |
| 61 | Red Ruffing# | .471 | 2014-2014 | |
| 62 | Red Faber# | .458 | 2014-2014 | |
| 63 | Dave Stieb# | .444 | 2014-2014 | |
| 64 | Jose Fernandez# | .435 | 2014-2014 | |
| 64 | Bruce Hurst# | .435 | 2014-2014 | |
| 66 | Clark Griffith# | .429 | 2014-2014 | |
| 66 | Frank Tanana# | .429 | 2014-2014 | |
| 68 | Jimmy Key# | .417 | 2014-2014 | |
| 69 | Kevin Brown# | .409 | 2014-2014 | |
| 70 | Terris McDuffie# | .400 | 2014-2014 | |
| 71 | Jim Palmer# | .364 | 2014-2014 | |
| 72 | Erik Hanson# | .350 | 2014-2014 | |
| 73 | Sandy Alcantara# | .333 | 2014-2014 | |
| 73 | Tom Glavine# | .333 | 2014-2014 | |
| 75 | Justin Verlander# | .316 | 2014-2014 | |
| 76 | David Price# | .304 | 2014-2014 | |
| 77 | Mike Mussina# | .300 | 2014-2014 | |
| 78 | Kevin Appier# | .292 | 2014-2014 | |
| 79 | Dick Bosman# | .273 | 2014-2014 | |
| 80 | Brandon Webb# | .222 | 2014-2014 |
