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| Single-Season Wins Leaderboard | |
| * - Indicates Hall of Fame |
| Rank | Player | Wins | IP | Year | Career Leaderboard |
| 1. | Robert Ferebee | 28 | 279.3 | 2019 | |
| 2. | Alexander Carreras | 27 | 290.3 | 2017 | |
| Thomas Read | 27 | 320.3 | 2004 | ||
| Danilo Jones * | 27 | 304.3 | 2004 | ||
| Joel Grasso | 27 | 231.7 | 2002 | ||
| 6. | Richard Kerry | 26 | 292.7 | 2019 | |
| Douglas Morehead | 26 | 231.7 | 2018 | ||
| Robert Ferebee | 26 | 277.7 | 2016 | ||
| Roderick Pickens * | 26 | 267.0 | 2010 | ||
| 10. | Joel Perrotta | 25 | 306.3 | 2022 | |
| Alan Lasater | 25 | 249.0 | 2018 | ||
| Larry Miller | 25 | 253.3 | 2017 | ||
| Douglas Morehead | 25 | 238.0 | 2017 | ||
| Ben Pavlik | 25 | 288.3 | 2010 | ||
| Michael Stthomas | 25 | 254.7 | 2009 | ||
| Steven Andujar | 25 | 269.3 | 2008 | ||
| Kevin Ben | 25 | 213.7 | 2006 | ||
| Michael Ross | 25 | 286.3 | 2004 | ||
| 19. | Don Satchell | 24 | 226.0 | 2021 | |
| Jose Theriot | 24 | 284.0 | 2018 | ||
| Robert Ferebee | 24 | 260.3 | 2018 | ||
| Joel Perrotta | 24 | 296.7 | 2011 | ||
| Danilo Jones * | 24 | 270.3 | 2005 | ||
| Robert Lemus | 24 | 285.0 | 2004 | ||
| Paul Pastore | 24 | 223.0 | 2004 | ||
| Lester Olson * | 24 | 278.0 | 2003 | ||
| Danilo Jones * | 24 | 274.0 | 2002 | ||
| 28. | Larry Miller | 23 | 247.7 | 2025 | |
| Ricky Santos | 23 | 255.3 | 2023 | ||
| Serafin Pacheco | 23 | 234.3 | 2023 | ||
| Robert Ferebee | 23 | 285.0 | 2020 | ||
| Larry Miller | 23 | 265.7 | 2018 | ||
| Isiah Cooper | 23 | 255.0 | 2018 | ||
| James Rhinehart * | 23 | 289.0 | 2017 | ||
| William Tieman | 23 | 282.0 | 2017 | ||
| Joel Perrotta | 23 | 262.0 | 2017 | ||
| Antony Roseberry | 23 | 238.3 | 2017 | ||
| James Rhinehart * | 23 | 291.0 | 2015 | ||
| William Tieman | 23 | 275.0 | 2015 | ||
| Bryce Fiqueroa | 23 | 259.7 | 2015 | ||
| James Rhinehart * | 23 | 279.7 | 2013 | ||
| Augustus Gerace | 23 | 291.7 | 2010 | ||
| Jerry Gabaldon | 23 | 257.7 | 2010 | ||
| Thomas Read | 23 | 263.3 | 2005 | ||
| Mark Flakes | 23 | 289.7 | 2004 | ||
| Jerry Gabaldon | 23 | 282.0 | 2003 | ||
| Henry Cansler | 23 | 254.3 | 2003 | ||
| Jamar Barrera | 23 | 275.3 | 2002 | ||
| 49. | Douglas Morehead | 22 | 210.0 | 2024 | |
| Clayton Pursel | 22 | 223.0 | 2022 | ||
| Irwin Tan | 22 | 260.3 | 2021 | ||
| Ricky Santos | 22 | 257.0 | 2021 | ||
| Eldridge Oshea | 22 | 272.7 | 2019 | ||
| Alexander Carreras | 22 | 289.0 | 2018 | ||
| Eldridge Oshea | 22 | 258.3 | 2018 | ||
| Allan Ferriera | 22 | 232.7 | 2018 | ||
| Andrew Mclellan | 22 | 212.3 | 2018 | ||
| William Tieman | 22 | 282.3 | 2016 | ||
| Jose Theriot | 22 | 278.7 | 2015 | ||
| Marlin Karn | 22 | 258.0 | 2015 | ||
| Amelio Carpio | 22 | 250.7 | 2015 | ||
| James Rhinehart * | 22 | 287.7 | 2014 | ||
| Mark Crocker | 22 | 276.7 | 2014 | ||
| Justin Nero | 22 | 238.0 | 2014 | ||
| Bennie Lopez | 22 | 279.0 | 2013 | ||
| Joel Perrotta | 22 | 281.0 | 2010 | ||
| Keith Kelley | 22 | 263.0 | 2009 | ||
| Eugene Goodwin | 22 | 232.0 | 2009 | ||
| Peter Smitherman | 22 | 262.7 | 2008 | ||
| Mark Flakes | 22 | 266.0 | 2007 | ||
| Bobbie Applegate | 22 | 261.7 | 2007 | ||
| Jacob Tomita | 22 | 260.7 | 2007 | ||
| Bryan Leung | 22 | 249.3 | 2007 | ||
| Mark Smolen * | 22 | 275.3 | 2006 | ||
| Lester Olson * | 22 | 256.3 | 2006 | ||
| Mark Smolen * | 22 | 261.0 | 2005 | ||
| Arden Krueger | 22 | 268.7 | 2004 | ||
| Jamar Barrera | 22 | 262.7 | 2004 | ||
| Jorge Romriell * | 22 | 250.7 | 2004 | ||
| Randy George | 22 | 276.3 | 2003 | ||
| Daniel Ku | 22 | 276.0 | 2002 | ||
| Jacob Bush | 22 | 270.7 | 2002 | ||
| Kenneth Schrupp | 22 | 261.0 | 2002 | ||
| Charles Taylor | 22 | 233.7 | 2002 | ||
| 85. | Kyle Faller | 21 | 279.0 | 2025 | |
| Mike Hessdoerfer | 21 | 242.3 | 2025 | ||
| Sean Reeder | 21 | 240.0 | 2024 | ||
| Richard Kerry | 21 | 263.7 | 2022 | ||
| Sean Reeder | 21 | 263.3 | 2022 | ||
| Richard Kerry | 21 | 271.3 | 2020 | ||
| Harold Smith | 21 | 255.7 | 2020 | ||
| Jose Salinas | 21 | 249.7 | 2020 | ||
| Kevin Turner | 21 | 230.0 | 2020 | ||
| Felix Rodriguez | 21 | 203.7 | 2020 | ||
| Dan Gammon | 21 | 218.0 | 2017 | ||
| Edward James | 21 | 250.0 | 2016 | ||
| James Rhinehart * | 21 | 244.7 | 2016 | ||
| Giuseppe Gonzalez | 21 | 221.3 | 2016 | ||
| Dan Gammon | 21 | 292.7 | 2015 | ||
| Marlin Karn | 21 | 258.7 | 2014 |
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