| Rank | Student | Grade | School | Year | | W | L |
| 1 | Caden William Lingenfelser | Jr | Willard | 2021 | Singles | 36 | 2 |
| 1 | Garret Lewis | Sr | Joplin | 2018 | | 36 | 4 |
| 3 | Andy Metzler | Sr | Rockhurst | 2000 | | 35 | 1 |
| 4 | Derek Gillilan | Sr | Lafayette County | 2007 | | 34 | 3 |
| 4 | Matthew Daniel Waite | Sr | Kirkwood | 2008 | | 34 | 3 |
| 6 | Caden William Lingenfelser | So | Willard | 2020 | | 32 | 1 |
| 6 | B. J. Hauck | Sr | Glendale | 1998 | | 32 | 3 |
| 8 | Evan Clark | Sr | Liberty | 2002 | | 31 | 0 |
| 8 | Malcolm Harrison | So | Rockhurst | 2004 | | 31 | 2 |
| 8 | Paul Graffius Nahon | Fr | Glendale | 2008 | | 31 | 2 |
| 8 | John Lorence Lazenby | Jr | Joplin | 2008 | | 31 | 4 |
| 12 | Spencer Menees | Sr | Carthage | 2004 | | 30 | 4 |
| 12 | Kevin Otto | Jr | Glendale | 2000 | | 30 | 5 |
| 12 | Jack O'Flaherty | Sr | Rockhurst | 2008 | | 30 | 9 |
| 15 | Carson L Haskins | So | Parkway South | 2015 | | 29 | 0 |
| 16 | Mauricio Sovero | Sr | Chaminade | 1992 | | 28 | 0 |
| 17 | Mauricio Sovero | Jr | Chaminade | 1991 | | 27 | 0 |
| 17 | Blake Strode | Sr | Pattonville | 2005 | | 27 | 0 |
| 17 | McCasey Smith | Sr | Rockhurst | 1998 | | 27 | 1 |
| 20 | Casey Smith | Jr | Rockhurst | 1997 | | 26 | 0 |
| 20 | Marko Boskovski | Jr | Parkway North | 2002 | | 26 | 1 |
| 20 | Marko Boskovski | Sr | Parkway North | 2003 | | 26 | 1 |
| 23 | Nick Hegarty | Sr | Central (St. Joseph) | 2003 | | 25 | 0 |
| 23 | Carson L Haskins | Sr | Parkway South | 2017 | | 25 | 0 |
| 25 | Abe Souza | Sr | St. Louis University | 2007 | | 21 | 0 |
| 25 | Carson L Haskins | Fr | Parkway South | 2014 | | 21 | 0 |
| 25 | Bryson Crowell | Jr | Lebanon | 2019 | | 21 | 5 |
| 28 | Carson L Haskins | Jr | Parkway South | 2016 | | 19 | 0 |