NYSFL JV Extemp Top 3
| Year | Champion | Runner-Up | Third Place |
| 2003 | Matt Garippa, Regis | Greg Leporati, Chaminade | John C. Calhoun, Regis |
| 2002 | Kenny Li, Syosset | Aaron Stanton, Syosset | Robbie Maccariello, Regis |
| 2001 | Leah Rabinowitz, Stuyvesant | Zach Seward, Scarsdale | Gary McGurk, Cathedral Prep |
| 2000 | Dan Hemel, Scarsdale | Zach Seward, Scarsdale | E. E. Keenan, Regis |
| 1999 | Jack S. Fan, Stuyvesant |
Greg Bronson, Scarsdale |
Jason Kaufman, Cold Spring Harbor |
| 1998 | Robert Mayer, Scarsdale |
Russ Pryba, Bethlehem Central HS |
Sean Driscoll, Regis |
| 1997 | Poonam Kumar, Syosset | Sean Driscoll, Regis | Dan McGovern, Regis |
| 1996 | Stephen Esposito, Regis | Will Ulrich, Regis | Joathan Schoenfeld, Pleasantville |
| 1995 | Anthony Perri, Chaminade | Peter Moskowitz, Roslyn | Megan Rooney, St. Joseph Hill |
| 1994 | Sean Carmody, Pleasantville | Chad Berkowitz, Stuyvesant | Jeff Dorfman, Syosset |
| 1993 | Daniel Habib, Regis | Daniel Gati, Stuyvesant | Chad Berkowitz, Stuyvesant |
| 1992 | Scott Chesin, Syosset | Prem Kumar, Syosset | Jeremy Friedman, Syosset |
| 1991 | Laura Lee, Stuyvesant | Maria O'Leary, St. Francis | Sam Marks, Stuyvesant |
| 1990 | Mickey Brons, Regis | Mark Mazetti, Regis | David Lat, Regis |
| 1989 | Alison Steube, The Chapin School | John Segrich, Chaminade | Sharon McGowan, The Mary Louis Academy |
| 1988 | Paul Held, Regis | Al Dimeo, Chaminade | Kevin Carroll, St. Francis Prep |
| 1987 | David Kennedy, Regis | Darren Carroll, Regis | Michael Forensick, Iona |
| 1986 | Jim Sciutto, Regis | Bill McGeveran, Regis | Doug Stafford, Chaminade |
| 1985 | Christopher Ray, Regis | Sheila Patel, St. Joseph Hill | Noah Perlman, Collegiate |