| Rank | Total | Student | School | Years |
| 1 | 4 |
Mike Johnston
Clayton
| Clayton | 1984, 1985, 1986, 1987 |
| 2 | 3 |
Allen Richardson
Webster Groves
| Webster Groves | 1940, 1941, 1942 |
| 2 | 3 |
Leo Estopare
Roosevelt
| Roosevelt | 1963, 1964, 1965 |
| 2 | 3 |
Juan Farrow
Sumner
| Sumner | 1973, 1974, 1975 |
| 2 | 3 |
John Rippey
Pembroke Hill
| Pembroke Hill | 1977, 1978, 1979 |
| 2 | 3 |
Adam Selkirk
Central (St. Joseph)
| Central (St. Joseph) | 1992, 1993, 1994 |
| 2 | 3 |
Andrew Mellow
MICDS
| MICDS | 2006, 2007, 2008 |
| 8 | 2 |
W.F. Coen
Southwest High School (Kansas City)
| Southwest High School (Kansas City) | 1925, 1927 |
| 8 | 2 |
Robert Weinstock
University City
| University City | 1932, 1934 |
| 8 | 2 |
Robert Blattner
Beaumont
| Beaumont | 1936, 1937 |
| 8 | 2 |
Al Holtman
Central High School (STL)
| Central High School (STL) | 1952, 1953 |
| 8 | 2 |
Earl Buchholz
John Burroughs
| John Burroughs | 1955, 1956 |
| 8 | 2 |
Dan Huber
Lutheran North
| Lutheran North | 1967, 1970 |
| 8 | 2 |
Rob Moellering
SLUH
| SLUH | 1979, 1980 |
| 8 | 2 |
Dino Lombardo
Lindbergh
| Lindbergh | 1982, 1983 |
| 8 | 2 |
David Hopper
Oak Park
| Oak Park | 1985, 1986 |
| 8 | 2 |
Albin Polonyi
Pembroke Hill
| Pembroke Hill | 1989, 1990 |
| 8 | 2 |
Mauricio Sovero
Chaminade College Prep
| Chaminade College Prep | 1990, 1991 |
| 8 | 2 |
Casey Smith
Rockhurst
| Rockhurst | 1996, 1997 |
| 8 | 2 |
Josh Goldstein
Clayton
| Clayton | 2003, 2004 |
| 8 | 2 |
Paul Nahon
Glendale
| Glendale | 2009, 2010 |
| 8 | 2 |
Carson Haskins
Parkway South
| Parkway South | 2014, 2015 |
| 8 | 2 |
Carson L Haskins
Parkway South
| Parkway South | 2016, 2017 |
| 8 | 2 |
Preston Achter
Priory
| Priory | 2020, 2021 |
| 8 | 2 |
Daniel Radke
Whitfield
| Whitfield | 2021, 2022 |