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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Jake Peavy# | 1.000 | 2014 | |
| 1 | Ron Guidry# | 1.000 | 2014 | |
| 1 | Tom Glavine# | 1.000 | 2014 | |
| 1 | CC Sabathia# | 1.000 | 2014 | |
| 5 | Lefty Gomez# | .750 | 2014 | |
| 6 | Cliff P Lee# | .667 | 2014 | |
| 7 | Red Ruffing# | .600 | 2014 | |
| 8 | Randy Jones# | .500 | 2014 | |
| 8 | Bruce Hurst# | .500 | 2014 | |
| 8 | Babe Ruth# | .500 | 2014 | |
| 11 | Corey Kluber# | .333 | 2014 | |
| 11 | Warren Spahn# | .333 | 2014 | |
| 13 | Andy Benes# | .250 | 2014 | |
| 14 | Mariano Rivera# | .000 | 2014 | |
| 14 | Greg Maddux# | .000 | 2014 |
