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| Single-Season Losses Leaderboard | |
| * - Indicates Hall of Fame |
| Rank | Player | Losses | IP | Year | Career Leaderboard |
| 1. | Winfred Lee | 21 | 195.0 | 2007 | |
| 2. | John Flora | 20 | 209.3 | 2008 | |
| 3. | Bill Inman | 18 | 207.3 | 2009 | |
| Bill Inman | 18 | 224.7 | 2008 | ||
| 5. | Alvin Medina | 17 | 194.7 | 2009 | |
| Gregory Micco | 17 | 187.3 | 2009 | ||
| Juan Martinez | 17 | 156.0 | 2009 | ||
| Vernon Olguin | 17 | 230.3 | 2008 | ||
| Ruben Olmeda | 17 | 165.7 | 2008 | ||
| 10. | Alvaro Ramos | 16 | 134.3 | 2008 | |
| Michael Davis | 16 | 227.7 | 2007 | ||
| Walter Frost | 16 | 170.0 | 2007 | ||
| Edson Paredes | 16 | 152.3 | 2007 | ||
| 14. | Kenneth Robinson | 15 | 150.0 | 2009 | |
| Felix Pedraza | 15 | 183.3 | 2008 | ||
| Austin Vosburgh | 15 | 148.3 | 2008 | ||
| Adan Gingras | 15 | 131.3 | 2008 | ||
| Winfred Lee | 15 | 112.0 | 2008 | ||
| David Jarvis | 15 | 256.0 | 2007 | ||
| Gregory Micco | 15 | 217.0 | 2007 | ||
| Jim Lenahan | 15 | 205.7 | 2007 | ||
| 22. | Jonas Arispe | 14 | 165.0 | 2009 | |
| Manny Quijada | 14 | 216.0 | 2008 | ||
| John Porter | 14 | 212.3 | 2008 | ||
| Oscar Moreno | 14 | 211.3 | 2008 | ||
| Dillon Crawford | 14 | 202.0 | 2008 | ||
| Brandon Jarrett | 14 | 201.3 | 2008 | ||
| Edson Paredes | 14 | 166.0 | 2008 | ||
| Kevin Simpson | 14 | 108.0 | 2008 | ||
| Dillon Crawford | 14 | 222.3 | 2007 | ||
| Matthew Sanchez | 14 | 214.7 | 2007 | ||
| Timothy Houston | 14 | 184.3 | 2007 | ||
| 33. | Albert Martineau | 13 | 233.0 | 2009 | |
| Alvin Medina | 13 | 213.0 | 2008 | ||
| Silvio Perez | 13 | 156.3 | 2008 | ||
| Austin Vosburgh | 13 | 192.3 | 2007 | ||
| Yong Beller | 13 | 176.3 | 2007 | ||
| Alvaro Ramos | 13 | 172.3 | 2007 | ||
| Mitch Diehl | 13 | 138.3 | 2007 | ||
| John Paton | 13 | 130.7 | 2007 | ||
| 41. | Paul Therrien | 12 | 243.3 | 2009 | |
| William Tuggle | 12 | 230.7 | 2009 | ||
| Dillon Crawford | 12 | 226.0 | 2009 | ||
| Carlos Leal | 12 | 220.3 | 2009 | ||
| John Barrett | 12 | 215.3 | 2009 | ||
| Patrick Segars | 12 | 212.3 | 2009 | ||
| Guillermo Torres | 12 | 206.0 | 2009 | ||
| Yong Beller | 12 | 203.3 | 2009 | ||
| Telmo Cosenza | 12 | 200.7 | 2009 | ||
| Nathan West | 12 | 65.7 | 2009 | ||
| Byron Hernandez | 12 | 220.0 | 2008 | ||
| Robert Welsch | 12 | 209.7 | 2008 | ||
| Albert Martineau | 12 | 190.3 | 2008 | ||
| Bobby Green | 12 | 171.0 | 2008 | ||
| Daniel Smail | 12 | 163.3 | 2008 | ||
| Victor McFaddin | 12 | 155.0 | 2008 | ||
| Jim Lenahan | 12 | 142.3 | 2008 | ||
| Robert Green | 12 | 128.0 | 2008 | ||
| Oswaldo Acuņa | 12 | 219.0 | 2007 | ||
| 60. | John Moronta | 11 | 270.0 | 2009 | |
| David Jarvis | 11 | 213.3 | 2009 | ||
| Fredrick Planas | 11 | 198.7 | 2009 | ||
| Winfred Lee | 11 | 192.3 | 2009 | ||
| Silvio Perez | 11 | 187.0 | 2009 | ||
| James Varnell | 11 | 177.7 | 2009 | ||
| Michael Davis | 11 | 140.7 | 2009 | ||
| Richard Barbieri | 11 | 88.3 | 2009 | ||
| Derrick Tucker | 11 | 85.0 | 2009 | ||
| James Barton | 11 | 216.3 | 2008 | ||
| Kenneth Robinson | 11 | 216.0 | 2008 | ||
| Jermaine Spates | 11 | 199.3 | 2008 | ||
| David Borges | 11 | 193.3 | 2008 | ||
| Walter Frost | 11 | 158.7 | 2008 | ||
| John Suggs | 11 | 157.3 | 2008 | ||
| Gregory Micco | 11 | 153.3 | 2008 | ||
| Reginald Farnham | 11 | 151.3 | 2008 | ||
| Robert Welsch | 11 | 238.0 | 2007 | ||
| James Barton | 11 | 216.3 | 2007 | ||
| Manny Quijada | 11 | 206.3 | 2007 | ||
| John Flora | 11 | 201.7 | 2007 | ||
| Marvin Hawkins | 11 | 192.7 | 2007 | ||
| John Barrett | 11 | 178.3 | 2007 | ||
| Stephen Pope | 11 | 176.0 | 2007 | ||
| Oscar Moreno | 11 | 169.7 | 2007 | ||
| Adrian Pastrana | 11 | 169.3 | 2007 | ||
| Timothy Cramer | 11 | 139.7 | 2007 | ||
| Alfred Taylor | 11 | 139.3 | 2007 | ||
| 88. | Hideki Suzuki | 10 | 225.0 | 2009 | |
| Victor McFaddin | 10 | 218.3 | 2009 | ||
| Jermaine Spates | 10 | 211.7 | 2009 | ||
| Daniel Smail | 10 | 202.3 | 2009 | ||
| Hector Ferrer | 10 | 187.7 | 2009 | ||
| Fidel Havana | 10 | 186.0 | 2009 | ||
| Ernesto Mejias | 10 | 185.3 | 2009 | ||
| Leon Littrell | 10 | 164.0 | 2009 | ||
| James Barton | 10 | 128.0 | 2009 | ||
| Yong Beller | 10 | 204.7 | 2008 | ||
| Virgil Haugh | 10 | 132.7 | 2008 | ||
| Bernard Sweeney | 10 | 107.0 | 2008 | ||
| Matthew Bradley | 10 | 48.0 | 2008 |
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