NYSFL Dramatic Interp Top 3 Finalists
| Year | Champion | Runner-Up | Third Place |
| 2003 | Alyssa Malgeri, Syosset | Danny Lane, Msgr. Farrell | Jennifer Capellan, St. Joseph's Brooklyn |
| 2002 | Jesse Myerson, Hendrick Husdon | Michael Frank, Stuyvesant | Joanna Thapa, Bronx Science |
| 2001 | Charif Shanahan, Iona | Anthe Vorkas, Stuyvesant | Michael Sorrentino, Monsignor Farrell |
| 2000 | Aimee DeShayes, Syosset | Susan Liu, Stuyvesant | Mickey Spillane, Regis |
| 1999 | Tamara Jimenez, St. Joseph's (Brooklyn) | Nora McGeough, Cold Spring Harbor | Graham Sack, Stuyvesant |
| 1998 | Debbie Kroplick, Roslyn | Nathan Schaver, Iona Prep | Lynn Kowalchuck, Stuyvesant |
| 1997 | Kari Hodges, Bronx HS of Science | Edward Scriven, Brooklyn Tech | Susan McGregor, Stuyvesant |
| 1996 | Kari Hodges, Bronx HS of Science | Miriam Silverman, Bronx HS Science | John Mark, Loyola |
| 1995 | Marian Hennessy-Fiske, Albany | Sejal Parekh, St. Joseph Hill | Ifey Nwafor, Stuyvesant |
| 1994 | Leah Elalouf, Syosset | Billyn Tarplain, St. Joseph's (Brooklyn) | Lena Kaminsky, Cold Spring Harbor |
| 1993 | Lauren Gleicher, Syosset | Magdalena Slone, Academy of Holy Names | Joseph Barreto, Regis |
| 1992 | Maggie Siff, Bronx HS of Science | Karen Valdez, Marymount | Pauline Enrile, Stuyvesant |
| 1991 | Adile Istarki, Syosset | Melinda Penn, St. Joseph's (Brooklyn) | Pharmicia Moseley, Brooklyn Tech |
| 1990 | Heather Finn, St. Joseph Hill | Anita Landolfi, Moore Catholic | Maggie Siff, Bronx Science |
| 1989 | Yancey Arias, Moore Catholic | Tasha King, St. Joseph's (Brooklyn) | Sandy Cho, Syosset |
| 1988 | Phillip Baskerville, Stuyvesant | Yancey Arias, Moore Catholic | Christopher Rizzo, Xaverian |
| 1987 | Elizabeth Faublas, Nazareth | Neil Cawley, Cathedral | Teresa O'Brien, Bronx Science |
| 1986 | Felisca Esposito, Syosset | Ron Chung-A-Fung, Regis | Christopher Rizzo, Xaverian |
| 1985 | Michael Baratta, Regis | Caroline Bicks, The Brearly School | Ron Chung-A-Fung, Regis |
| 1984 | Jonathan Tolins, Roslyn | Adam Karpel, Syosset | Theresa Geier, Stella Maris |
| 1983 | Gina Gallo, Ressurection | Traci Mickens, Uniondale | Craig Hayes, Rome Free |
| 1982 | Anthony Coscia, Xaverian | Christine Vento, St. Joseph Hill | Allison Schmauss, Syosset |