| Most Pitching Losses for a Winning Team | |||||
|---|---|---|---|---|---|
| Player | Team | Year | Age | L | Record |
| Tanner Roark | LAN | 2019 | 32 | 20 | 82-80 |
| Alex McClain | TEX | 2033 | 30 | 19 | 82-80 |
| Henry Owens | BOS | 2021 | 28 | 18 | 94-68 |
| A.J. Cole | WAS | 2018 | 26 | 18 | 91-72 |
| Dan Wiley | TEX | 2024 | 23 | 18 | 84-79 |
| Billy Hart | SEA | 2041 | 33 | 17 | 95-67 |
| Matt Bowman | NYN | 2018 | 27 | 17 | 90-73 |
| Drew Smyly | TB | 2016 | 27 | 17 | 90-72 |
| António Dueñas | NYA | 2041 | 32 | 17 | 85-77 |
| Derek Holland | TEX | 2017 | 30 | 16 | 95-67 |
| Rubén Ramos | LAN | 2036 | 32 | 16 | 93-69 |
| Jesús González | SF | 2031 | 27 | 16 | 92-70 |
| Shelby Miller | BAL | 2022 | 31 | 16 | 91-72 |
| Tim Wells | OAK | 2028 | 23 | 16 | 88-74 |
| Dave Crawford | TEX | 2028 | 27 | 16 | 85-77 |
| Jorge Flores | SEA | 2040 | 29 | 16 | 84-78 |
| Michael Pineda | NYA | 2018 | 29 | 16 | 83-79 |
| Sonny Gray | BAL | 2024 | 34 | 16 | 83-81 |
| Rob Fox | CLE | 2041 | 27 | 16 | 82-80 |
| Dave Bannatyne | CHA | 2040 | 27 | 16 | 82-80 |